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1883 Lounge

1883 Lounge

Wareham

Restored from a granite-and-brick foundation inside Onset's historic Glen Cove Hotel, 1883 Lounge brings speakeasy soul back to the waterfront. Live bands fill Thursday through Saturday nights, Sunday karaoke keeps the room loud, and a bold two-floor menu of cocktails, dinner specials, and oceanfront views fuels the dancing. This Wareham landmark is where Onset goes for food, drinks, and nightlife with real heritage character.

167 Onset Ave, Lower Level, Onset, MA 02558

Asia Tasty

Asia Tasty

Plymouth

Tucked on Main Street in Plymouth, Asia Tasty blends Japanese and Chinese cooking under one roof, from a fresh sushi bar of signature and nigiri rolls to wok classics like General Tso's, pad Thai, dumplings, lo mein, and chow fun. Generous portions, fair prices, and easy online ordering for pickup or delivery make this Plymouth Asian-fusion spot a weeknight favorite for sushi and Chinese takeout alike.

24 Main Street Plymouth MA, 02360

Asti Modern Greek

Asti Modern Greek

Falmouth

Asti brings a fresh, modern take on Greek cuisine to Falmouth's Main Street, with a menu that draws on the flavors of the Aegean — vibrant mezze, grilled proteins, and bright herb-forward salads — without feeling heavy or old-fashioned. The space is stylish and approachable, equally good for a casual lunch or a relaxed dinner before a stroll through the village. It's become a favorite of both residents and visitors looking for something beyond the standard Cape Cod seafood shack.

117 Main St, Falmouth, MA 02540

Ben & Bill's Chocolate Emporium

Ben & Bill's Chocolate Emporium

Oak Bluffs

Step into Ben & Bill's Chocolate Emporium on Circuit Avenue and you'll understand immediately why visitors return every summer without fail. This legendary sweet shop is part candy store, part ice cream parlor, and entirely irresistible — handcrafting their own chocolates, fudge, and confections right on the island since the 1980s. Dozens of ice cream flavors line the case, from classic New England staples to inventive seasonal creations, and the homemade chocolate-dipped everything will test your willpower at every turn. The shop buzzes with energy all summer long, filling the air on Circuit Ave with the unmistakable scent of warm chocolate. It's a rite of passage for Martha's Vineyard visitors of all ages — grab a scoop, pick up a box of truffles for the ferry ride home, and savor every bite.

20A Circuit Ave, Oak Bluffs, MA 02557

Big Dipper Ice Cream & Cafe

Big Dipper Ice Cream & Cafe

Oak Bluffs

Right on Lake Avenue, steps from the Oak Bluffs harbor and the iconic Flying Horses Carousel, you'll find Big Dipper Ice Cream & Cafe serving up scoops and smiles from early morning through late evening. This casual, beloved spot doubles as a cafe and ice cream shop — perfect for a post-beach treat, a lazy afternoon break, or even a sunrise coffee before the island wakes up. The rotating flavors lean into New England classics with enough variety to keep everyone in the group happy, and the waterfront setting makes even the simplest cone feel like a small summer luxury. Families, cyclists, and day-trippers all find their way here — it's the kind of stop that turns into a tradition the moment you discover it.

23 Lake Ave, Oak Bluffs, MA 02557

Biscuits

Biscuits

Oak Bluffs

You'll want to arrive early at Biscuits — this Oak Bluffs institution has been drawing crowds for its hearty, unforgettable breakfast and lunch since 2002, and the loyal following speaks for itself. Located on Lake Avenue a short walk from the harbor, the menu is rooted in classic diner comfort with a distinctly New England soul. The cod cake benedict is the stuff of island legend — a brilliant mashup of brunch and coastal tradition, finished with Old Bay hollandaise that you'll be thinking about long after the ferry pulls away. Everything is made with care, portions are generous, and the warm, no-fuss atmosphere makes you feel right at home. Open daily 7am–3pm. Come hungry, linger over coffee, and don't skip the biscuits.

26 Lake Ave, Oak Bluffs, MA 02557

Black Lantern Tavern

Black Lantern Tavern

Plymouth

At 1 Greenside Way North in Plymouth, Black Lantern Tavern plates scratch-made comfort with a chef's hand: chicken under a brick in Marsala, beer-braised short ribs, baked lemon-herb cod, and fish tacos and raw-bar oysters that regulars rave about. Thursday's prix-fixe pours a bottle of wine with an appetizer and two entrees for $75. A warm tavern dinner, a proper lasagna, and a kids' menu that keeps the whole table happy.

1 Greenside Way N Suite 4, Plymouth, MA 02360, USA

Bobby Byrne's Restaurant & Pub

Bobby Byrne's Restaurant & Pub

Mashpee

Cape Cod's eating, drinking and talking establishment since 1973, this Mashpee Commons institution pours from 11am to 1am, 363 days a year. The kitchen turns out classic pub fare with Irish soul: New England clam chowder, golden fish and chips, burgers, fresh seafood and the signature Cape Cod Reuben. Kids' menu, full bar, take-out and reservations welcome. Where Mashpee regulars settle in for comfort food, cold pints and good conversation at 6 Central Square.

6 Central Square, Mashpee, MA 02649

Brooklyn Heights

Brooklyn Heights

Sandwich

Brooklyn brings the borough to the bay at this Sandwich pizzeria, where authentic Brooklyn-style pizza meets NY street food in a true mom-and-pop kitchen. Fold a pepperoni slice or Caesar-salad pie, dig into Cuban hot dogs, loaded house tater tots with country gravy, hand-rolled stromboli, and empanadas built on local ingredients. Catering, fundraisers, and private parties welcome. A neighborhood slice shop pouring real New York attitude into every box.

315 Cotuit Rd Ste 3 Sandwich MA 02563

Cape Cod Coffee — Route 130

Cape Cod Coffee — Route 130

Sandwich

On Route 130 in Mashpee, Cape Cod Coffee roasts in-house from beans sourced across twelve countries, all Fair Trade and Rainforest Alliance certified and grown without pesticides. Taste the difference in single-origin pours, signature blends, chemical-free Swiss Water decaf, cold brew cans, and C-Cups, with apparel and gift cards alongside. Whether connoisseur or seasonal sipper, this is specialty coffee with the roastery right behind the counter.

2421 Cranberry Hwy #336, Wareham, MA 02571, USA

Cataumet Light Mini Golf

Cataumet Light Mini Golf

Bourne

Bumper boats, batting cages, speed pitch, kiddie rides and arcade games orbit the Cataumet Light Mini Golf course in Bourne, where every round ends at Lazy Sundaes scooping Richardson's award-winning New England ice cream. Choose from 55 flavors like Cape Cod Cranberry and Death by Chocolate, piled into homemade waffle cones, thick shakes, sundaes and floats. Add chocolates from the Sweet Tooth Candy Shack for a full Cape Cod summer day.

1370 MA-28A, Cataumet, MA 02534, USA

Crabapples Restaurant

Crabapples Restaurant

Falmouth

Crabapples is a beloved Falmouth institution for breakfast and family dining, open since the 1970s, known for its house-made soups, chowders, and mile-high apple pies. The dinner menu on Thursday through Saturday adds seafood and heartier New England plates. An unpretentious neighborhood restaurant that locals have been returning to for generations.

553 Palmer Ave, Falmouth, MA 02540

Eleven Circuit

Eleven Circuit

Oak Bluffs

Right in the heart of Circuit Avenue, Eleven Circuit is the kind of place that works at any hour — whether you're starting the morning with a relaxed breakfast, gathering for a late lunch on the town, or settling in for drinks as the evening gets going. Open daily from 9am to 1am, this restaurant and bar strikes a balance between neighborhood hangout and lively entertainment venue, drawing a mix of locals and visitors who come for the food and stay for the atmosphere. The menu spans breakfast, brunch, lunch, and dinner, giving you plenty of reasons to drop in more than once during your stay. Private events and live entertainment round out the experience. Think of it as Oak Bluffs' living room — spirited, welcoming, and always worth a visit.

11 Circuit Ave, Oak Bluffs, MA 02557

Fairway Restaurant & Pizzeria

Fairway Restaurant & Pizzeria

Eastham

Open year-round on Route 6 in North Eastham, this tavern and pizzeria stacks thin-crust pies like BBQ chicken-bacon-ranch beside hearty breakfasts, fresh pasta, and local seafood. Dig into beer-battered cod fish and chips, cod fish tacos with chipotle ranch, turkey pot pie under flaky puff pastry, or a Tavern Burger with a cocktail from the bar. Weekly specials, custom coffee drinks, and dinner that keeps Eastham locals coming back through every Cape Cod season.

4295 Route 6, North Eastham, MA 02642

Graziella's Artisan Pizza Co. — Pocasset

Graziella's Artisan Pizza Co. — Pocasset

Bourne

Hand-tossed in the brick oven and built the way real neighborhood pizza should be, Graziella's Artisan Pizza Co. brings New York-style pies to Falmouth with house-made mozzarella, roasted tomatoes, garlic and basil crowning the Margherita. Beyond the pizza counter you'll find calzones, char-broiled Angus burgers, specialty wraps, fish and chips, and New England clam chowder. A Falmouth pizza spot where the dough is fresh, the toppings are honest, and done right is the whole point.

375 Barlows Landing Rd, Pocasset, MA 02559

Hey Sailor

Hey Sailor

Mashpee

Hey Sailor is a women's apparel boutique at Mashpee Commons with a breezy, vintage nautical aesthetic that captures the spirit of Cape Cod living. The shop carries carefully curated clothing, footwear, and accessories in classic maritime palettes — navy, red, white, and stripes — alongside a selection of coastal home décor. It's a local, woman-owned favorite for outfitting yourself in effortless Cape Cod style.

24 North St, Mashpee Commons, Mashpee, MA 02649

Ice Cream & Candy Bazaar

Ice Cream & Candy Bazaar

Edgartown

You'll find a sweet escape at Ice Cream & Candy Bazaar, a charming waterfront confectionery tucked along Edgartown harbor. Step inside and you're greeted by 32 flavors of freshly scooped ice cream, bins of penny candy, house-made fudge, rich chocolates, and old-fashioned licorice — the kind of place that turns a quick stop into a lingering afternoon. The shop carries a wonderfully unhurried, classic-island feel with wheelchair-accessible seating right near the water. It's the sort of spot locals swear by and visitors stumble onto with delight — a family-friendly, no-frills gem that earns its 4.7-star reputation one scoop at a time. Whether you're loading up on nostalgic penny candy or going all-in on a double scoop, the Candy Bazaar delivers pure, simple joy with every visit.

5 Dock St, Edgartown, MA 02539

Jack in the Beanstalk

Jack in the Beanstalk

Sandwich

A Forestdale fixture on Route 130 in Sandwich since 1978, Jack in the Beanstalk stacks deli sandwiches on premium meats and cheeses, ladles homemade soups and chowders daily, and stocks a flavorful salad bar alongside hand-picked seasonal produce and groceries. Pour a fresh coffee, grab the famous apple cider donuts, and let their catering and gourmet gift baskets do the heavy lifting. Shop local, eat well, leave the cooking to them.

286 Route 130, Forestdale (Sandwich), MA 02644

Jetty Beach House

Jetty Beach House

Oak Bluffs

You'll feel like you've arrived at your best friend's beach house the moment you walk into Jetty Beach House, Oak Bluffs' exciting new coastal dining destination opening Summer 2026. The concept runs on three distinct vibes throughout the day: Sun & Salt (11am–4pm) with a fresh local raw bar, lobster rolls, and crispy fish & chips; Golden Hour (4pm–9pm) with craft cocktails and elevated small plates; and Into the Night (9pm–11pm) with DJ energy and late-night bites. Signature dishes include lobster pasta, steak frites, and the house Jetty Spritz. The atmosphere is casual, social, and beach-forward — the kind of place where you lose track of time in the best possible way. Open daily 11am–11pm.

8 Circuit Ave Ext, Oak Bluffs, MA 02557

John's Foot Long

John's Foot Long

Provincetown

Since 1961, John's Foot Long has worked the same Lopes Square corner at 309 Commercial Street, slinging generous hot dogs and fried seafood to townies and day-trippers alike. The fried clams and scallops come out crisp and fresh, and the cheerful yellow-and-green stand is easy to spot on your way off the wharf. Best for anyone who wants an honest, quick Provincetown lunch eaten standing up, no reservation and no fuss.

309 Commercial St, Provincetown, MA 02657

Krua Khun Rose Thai Cuisine

Krua Khun Rose Thai Cuisine

Sandwich

Krua Khun Rose brings the real flavors of Thailand to Sandwich, building authentic recipes carried straight from home into intricate, original dishes plated with care. Spice levels flex from gentle to fiery, so every order suits your palate. This takeout-only kitchen on Cotuit Road keeps the focus squarely on culinary excellence, making it Sandwich's go-to for authentic Thai cuisine, traditional curries, and freshly prepared takeout done right.

289 Cotuit Road Sandwich, MA 02563

Lambert’s Farm Market

Lambert’s Farm Market

Sandwich

At 271 Cotuit Road in Sandwich, Lambert's Farm Market layers a full grocery, deli, butcher and bakery under one welcoming roof. Famous award-winning sandwiches, an on-premises butcher cutting quality meats, homemade decadent desserts, house cheese spreads, fresh produce and flowers, plus wine, champagne and prosecco for easy entertaining. Grab breakfast bagels or weekday lunch specials, order catering and party platters, then relax upstairs in the café. Sandwich's homemade-everything farm market.

271 Cotuit Rd, Sandwich, MA 02563, USA

Lazy Sundaes Ice Cream

Lazy Sundaes Ice Cream

Bourne

Scooping award-winning Richardson's Dairy ice cream, Best of Boston since the 1950s, Lazy Sundaes at Cataumet Crossing in Bourne stacks 55-plus flavors high: Maine Black Bear, Cape Cod Cranberry, Death by Chocolate, Coffee Heath. Add homemade waffle cones, thick shakes, sundaes, floats, and smoothies, plus vegan, sugar-free, sorbet, and Italian ice. A genuine Cape Cod ice cream destination near North Falmouth, built for warm-weather family fun.

1370 MA-28A, Cataumet, MA 02534, USA

Leo's Restaurant

Leo's Restaurant

Buzzards Bay

Leo's is the quintessential Buzzards Bay breakfast spot — a no-fuss diner on Main Street that draws a loyal crowd of locals, tradespeople, and canal fishermen starting well before sunrise. Expect classic diner staples done right: eggs any way you like, thick pancakes, and coffee that keeps coming. It's the kind of place where everybody seems to know everybody.

249 Main St, Buzzards Bay, MA 02532

Liam Maguire's Irish Pub

Liam Maguire's Irish Pub

Falmouth

On Falmouth's historic Main Street since 1994, Liam Maguire's pours the genuine article: a dozen-plus beers on tap, a deep wine list, seasonal drinks, and Chef Dave Mutti's plates of shepherd's pie, fish and chips, nachos, and potato skins. Nights here mean live music and craic, from Danny Quinn and the Shennanigans to trivia and Liam himself behind the mic. This Falmouth Irish pub turns dinner into a session and strangers into regulars.

273 Main St, Falmouth, MA 02540

Little Rossa Pizzeria & Espresso Bar

Little Rossa Pizzeria & Espresso Bar

Falmouth

At 261 Main Street in Falmouth, the spot Cape Codders knew as Simply Divine has become Little Rossa, a pizzeria and espresso bar pairing New York-style pies with pulled shots. Slide into one of the bistro chairs under the blue-striped umbrellas out front for a slice and a cortado, or settle in for dinner served till 10 on weekends. For anyone who wants a real New York slice and a proper espresso on the same Main Street stroll.

261 Main St, Falmouth, MA 02540

Lobster Pot

Lobster Pot

Provincetown

Follow the famous neon lobster sign on Commercial Street and you've found the Lobster Pot, a Provincetown tradition serving fresh seafood and sweeping harbor views to guests from around the world. Generations have come for warm lobster rolls with drawn butter, panko-parmesan baked cod, Portuguese specialties, and chowder done the Cape Cod way. With outstanding hospitality and a front-row seat to Provincetown Harbor, this Provincetown seafood restaurant earns its waterfront legend daily.

321 Commercial St, Provincetown, MA 02657

Mad Martha's Ice Cream

Mad Martha's Ice Cream

Tisbury (Vineyard Haven)

You'll taste island history at Mad Martha's Ice Cream, a Martha's Vineyard institution since 1971 — famously launched out of the back of an ambulance sedan by a farm girl who accidentally froze her cream supply and turned the mishap into something magical. All ice cream is made fresh daily in-house, and you'll taste the difference in every scoop. The Vineyard Haven location on Union Street is their newest home, offering the same beloved flavors that locals and summer visitors have lined up for across generations. Don't miss the mint chocolate chip, black raspberry, or the inspired Back Door Donuts apple fritter collab. With locations also in Oak Bluffs and Edgartown, Mad Martha's is the quintessential Vineyard summer ritual — the kind of cone you plan your afternoon around.

24 Union St, Vineyard Haven, MA 02568

Marc Anthony’s Pizzeria

Marc Anthony’s Pizzeria

Wareham

World-famous pizza, hot and ready, delivered every day, all day, all year round to Wareham and Onset. Marc Anthony's Pizzeria builds its reputation on classic favorites done right: bubbling cheese pies, hearty Italian-American lunch and dinner plates, and dependable takeout that neighbors set their clocks by. Casual, generous, and family-rooted alongside its sister kitchens, this is the go-to Wareham pizzeria for pizza delivery that never clocks out.

190 Onset Ave, Onset, MA 02558

Marshland 3A

Marshland 3A

Plymouth

Anchoring the Manomet stretch of Route 3A since 2012, Marshland 3A serves honest home-cooked breakfast, lunch, and dinner at prices that keep Plymouth regulars coming back. The menu roams from steak and burgers to fresh local seafood, while the summer deck and take-out window dish up fried seafood, fried dough, and ice cream. This easygoing Plymouth diner does reservations, take-out, and delivery.

986 State Rd, Plymouth, MA 02360

Marshland Too

Marshland Too

Sandwich

At 315 Cotuit Road, Marshland Too pairs the beloved Marshland home-cooked menu with Too's Tavern, a full-service sports bar and function room. Wake up to hearty breakfast, settle in for sandwiches, fresh seafood, and char-grilled steak, then linger over a late-night pub menu. This easygoing Sandwich gathering spot serves affordable scratch cooking morning through night, with game-day energy and a friendly local crowd.

315 Cotuit Rd, Sandwich, MA 02563

Martinis Bar and Grill

Martinis Bar and Grill

Plymouth

Martinis Bar and Grill is a lively downtown Plymouth staple on Court Street, offering a menu that spans classic pub fare, fresh seafood, steaks, and pasta alongside an extensive list of handcrafted martinis. Live jazz on Tuesdays and live music Saturday nights make it a social hub as much as a dining destination. It's casual enough for a weeknight out and festive enough for a celebration.

50 Court St, Plymouth, MA 02360

Mezza Luna

Mezza Luna

Buzzards Bay

Mezza Luna is a third-generation family-run Italian restaurant that has been a cornerstone of the Buzzards Bay dining scene for decades, serving classic Italian cuisine alongside fresh seafood, steaks, and nightly specials. The warm, welcoming atmosphere — complete with a full bar, lounge, and seasonal outdoor dining — makes it a go-to for everything from casual weeknight dinners to special occasion meals. Reservations are recommended on summer weekends.

253 Main St, Buzzards Bay, MA 02532

Midnight Mediterranean

Midnight Mediterranean

Oak Bluffs

You'll find bold, fire-kissed flavors at Midnight Mediterranean, a fast-casual walk-up window in the heart of Oak Bluffs that brings seven years of Mediterranean travel inspiration to every plate. Owner Jordan Wallace built the menu around flame-grilled kabobs, braised lamb gyros with herb salad and tzatziki, harissa chicken bowls, black bass branzino, and kale tabbouleh — all made from scratch with farm-to-table ingredients. Customize your bowl with feta, chili oil, pickled onion, confit garlic, or house tzatziki. The vibe is casual and grab-and-go — grab your bowl and head to the beach. Adjacent to Midnight Taco & Tequila Bar, this stretch of Circuit Avenue Extension has become one of the island's most exciting eating destinations.

6 Circuit Ave Ext, Oak Bluffs, MA 02557

Midnight Taco & Tequila Bar

Midnight Taco & Tequila Bar

Oak Bluffs

You'll find Southern California taco energy with a deep island soul at Midnight Taco & Tequila Bar, one of Oak Bluffs' most beloved spots since owner Jordan Wallace graduated from a food truck to a proper 50-seat restaurant in 2024. The menu is scratch-made using locally caught seafood from Oak Bluffs fishermen and produce from an in-house kitchen garden — think tacos, burritos, ceviche, and rotating daily specials that change with what's fresh. The tequila bar is the real draw on a warm evening, and the vibrant space frequently hosts live music and community events late into the weekend nights (open until 1am Friday–Saturday). Whether you're grabbing a quick bite or settling in for the full experience, Midnight Taco delivers the kind of good-time energy that keeps people coming back all summer.

7 Circuit Ave Ext, Oak Bluffs, MA 02557

Nana's Caffè Italiano

Nana's Caffè Italiano

Sandwich

Step into Nana's Caffè Italiano and the braided sesame bread, premium Italian meats, and oil-and-vinegar layering tell you this Sandwich Italian cafe takes tradition seriously. Family-run on Cotuit Road, it pours rich Lavazza espresso, plates Modern Pastry favorites like pistachio crème cake, and builds cold hoagies, Sicilian pressed panini, and cutlet sangwiches. Add a salad and antipasto bar plus a rotating hot bar of meatballs and sausage with peppers for authentic Italian breakfast and lunch.

280 MA-130, Sandwich, MA 02563, USA

Nana's Ice Cream Parlor, And Candy Shop

Nana's Ice Cream Parlor, And Candy Shop

Wareham

For over thirty years this beloved Onset ice cream parlor has been scooping summer memories on Onset Avenue, churning out playful flavors like Graham Central Station and Fluffernutter alongside towering sundaes, soft serve, and refreshing Italian ice. Step next door into the vintage candy shop, where sour belts, dark chocolate coconut clusters, and old-fashioned sweets line the shelves. A cash-only, time-stands-still treat stop in Wareham worth crossing the bridge for.

196 Onset Ave, Onset, MA 02558

Nancy's Restaurant & Snack Bar

Nancy's Restaurant & Snack Bar

Oak Bluffs

You'll find Nancy's perched right on Oak Bluffs harbor — a beloved Martha's Vineyard institution operating since 1960. Walk up to the window and choose from a sprawling menu of classic New England seafood, a full sushi bar, and creative cocktails that keep regulars coming back all summer long. The menu carries a distinctive Middle Eastern influence that sets it apart from every other waterfront spot on the island. There are no reservations — it's walk-in only — which means the line can stretch, but the harborside setting makes the wait half the fun. Whether you're grabbing a lobster roll at the outdoor tables, sipping a frozen drink with a view of the boats, or sharing sushi at sunset, Nancy's delivers an experience that feels unmistakably like Martha's Vineyard at its most alive.

29 Lake Ave, Oak Bluffs, MA 02557

Osteria La Civetta

Osteria La Civetta

Falmouth

Osteria La Civetta is a small, intimate Italian restaurant on Falmouth's Main Street helmed by husband-and-wife team Andrea and Sarah. Pasta is made fresh daily, the seafood is locally sourced, and the room has the understated warmth you'd expect from a proper osteria. Consistently one of the best dinner tables on the Cape.

133 Main St, Falmouth, MA 02540

Osterville Fish Market

Osterville Fish Market

Osterville

Osterville's go-to seafood market and fried-seafood takeout — fresh fish and shellfish daily, live lobsters steamed at no charge, lobster rolls, New England clam chowder, and house-prepared specialties. Part of the family-run Osterville Fish.

2952 Falmouth Road, Osterville, MA 02655

Parrot Bar & Grill

Parrot Bar & Grill

Bourne

A tropical-themed neighborhood bar and grill on Route 28A in Cataumet, the Parrot pours from a full bar and turns out hearty pub plates: burgers, steak tips, sandwiches and garlic-parmesan chicken fingers. Between rounds there's musical bingo, trivia, karaoke and live bands that keep the room buzzing. Where Upper Cape locals land for an easygoing pint, comfort food and a little weeknight entertainment.

1356 Route 28A, Cataumet, MA 02534

Pebbles

Pebbles

Plymouth

Just steps from Plymouth Rock and the Mayflower, Pebbles pairs harbor views with golden fried seafood, crispy clam strips, juicy burgers, and hot dogs done right. Climb to the second-level patio, then cap the meal with hand-spun milkshakes and ice cream from the same family behind Ziggy's. Freshly renovated yet still nostalgic, this seasonal Plymouth waterfront spot welcomes locals and Mayflower-bound travelers alike for breakfast, lunch, and dinner along Water Street.

76 Water St Plymouth MA 02360

Pickle Jar Kitchen

Pickle Jar Kitchen

Falmouth

Pickle Jar Kitchen is a beloved breakfast-and-lunch spot on Falmouth's Main Street that earned national attention after a feature on Diners, Drive-Ins and Dives. The menu is creative American comfort food — inventive egg dishes, stacked sandwiches, and locally sourced ingredients. Expect a wait on weekends; it's that popular.

170 Main St, Falmouth, MA 02540

Pillory Pub

Pillory Pub

Plymouth
Pizza 1 & Subs 2

Pizza 1 & Subs 2

Marstons Mills

A Marstons Mills institution for 30+ years — classic New England Greek-crust pizza, overstuffed subs, pasta, and salads at a friendly family counter. Their Steak Bomb was named one of Cape Cod's best bites.

2954 Falmouth Road, Marstons Mills, MA 02648

Pizza 1 & Subs 2 – East Falmouth

Pizza 1 & Subs 2 – East Falmouth

Falmouth

A dependable neighborhood staple in East Falmouth on Route 28, Pizza 1 & Subs 2 has fed locals and summer visitors alike with straightforward, satisfying pizza and sub sandwiches. The menu is unpretentious and the portions are generous — exactly what you want from a casual Cape Cod pizzeria. A reliable go-to when you need a quick, affordable meal in the East Falmouth area.

735 E Falmouth Hwy, East Falmouth, MA 02536

Quarterdeck Restaurant

Quarterdeck Restaurant

Edgartown

You'll discover the Quarterdeck tucked right on Dock Street in Edgartown, just steps from the Chappy ferry and the harbor. This casual, no-frills seafood and sandwich spot is the kind of place locals and visitors return to summer after summer for straightforward, satisfying food served fast. Think fresh seafood plates, deli-style sandwiches, and cold drinks at picnic tables under the open sky with lighthouse views in the distance. It's the grab-and-go extension of the Sea Shanty, ideal for a quick harborside lunch before hopping the ferry or after a morning on the water. The relaxed, unpretentious vibe and prime waterfront location make the Quarterdeck a quintessential Edgartown stop.

29 Dock St, Edgartown, MA 02539

Quicks Hole Taqueria

Quicks Hole Taqueria

Falmouth

Tucked right across from the Martha's Vineyard ferry dock in Woods Hole, Quicks Hole Taqueria is famous for originating the lobster taco on Cape Cod — a must-try if you're passing through. The menu blends fresh local seafood with bold Mexican-inspired flavors in a casual, come-as-you-are setting beloved by both regulars and day-trippers. It's a perfect pit stop before or after the Island boat.

6 Luscombe Ave, Woods Hole, MA 02543

Salt and Honey Creamery

Salt and Honey Creamery

Sandwich

Run by two sisters in Sandwich, Salt and Honey Creamery scoops small-batch gelato, ice cream, and soft serve alongside Greek-inspired sweets you won't find anywhere else on Cape Cod. Bite into golden loukoumades drizzled with honey, layered Dubai chocolate cups, and an icy Freddo espresso or Greek latte. Built on simple ingredients and big flavor, this Sandwich creamery turns a summer cone into a genuine treat-yourself moment.

177 MA-130, Sandwich

Sand Bar & Grille

Sand Bar & Grille

Oak Bluffs

You'll land at the Sand Bar & Grille and immediately understand why it's Oak Bluffs' go-to harbor hangout. Established in 2002, this beachside bar and restaurant sits right on the water just steps from the ferry landing, with soft sand underfoot and the open sky above as your only ceiling. The menu ranges from signature lobster rolls and fish tacos to juicy burgers, specialty salads, and a full kids' menu — plus a rotating lineup of frozen drinks, craft beers, and cocktails that make every visit feel like a vacation. The vibe is relaxed and sun-drenched, the perfect place to watch the boats drift in and out of Oak Bluffs harbor. Whether you're grabbing lunch between ferries or settling in for a long summer evening, the Sand Bar delivers.

6 Circuit Ave Ext, Oak Bluffs, MA 02557

Seaside Scoops & Grille

Seaside Scoops & Grille

Buzzards Bay

Right on Main Street by the splash park, Seaside Scoops & Grille pairs Buzzards Bay summers with Leiby's premium ice cream, espresso soft serve, and a mint chocolate chip worth the line. The grille turns out casual lunch-through-dinner fare from 11:30 to 9:30 daily, eaten under umbrellas on a patio built for families. A cone-and-burger stop that makes the Cape Cod Canal feel like vacation.

100 Main St Buzzards Bay, Mass 02532

Siena

Siena

Mashpee

Siena is a warmly lit Italian grill and bar tucked into Mashpee Commons, Cape Cod's open-air town center. The menu leans on traditional Tuscan fare — handmade pastas, wood-fired dishes, and a well-curated wine list. It's the kind of place that draws both date-night crowds and families looking for something better than the usual Cape fare.

17 Steeple St, Mashpee, MA 02649

Stevie’s Pizza

Stevie’s Pizza

Plymouth

For over fifty years, Stevie's Pizza has been a Plymouth institution, turning out freshly made specialty pizzas, calzones, and pasta from locally sourced ingredients. Under welcoming new ownership, the kitchen still fires the great pies regulars rave about, plus fully loaded wraps, signature salads, and a kid-friendly lineup. Order this Plymouth pizzeria for dine-in, takeout, or dinner delivery and taste five decades of homemade tradition.

46 main st Extension,Plymouth MA 02360

Stonebridge Bar and Grill

Stonebridge Bar and Grill

Wareham

On Onset Beach with Stonebridge Marina shimmering beyond the deck, this Wareham waterfront bar and grill serves coastal American fare where the sea breeze does half the seasoning. Order the lobster roll, a tender sirloin, and one of their famous frozen mudslides, then settle in to watch the boats drift by. Full-service catering handles weddings, fundraisers, and private parties. The Boston Globe called it a gem by the bay; you'll just call it your summer spot.

5 East Blvd, Onset, MA 02558

Sweet Waves Self Serve Frozen Yogurt

Sweet Waves Self Serve Frozen Yogurt

Mashpee

Grab a cup, pull the handle, pile it high. Sweet Waves Self Serve Frozen Yogurt at Mashpee Commons hands the spoon to you: 18 rotating flavors from classic vanilla to salted caramel pretzel — frozen yogurt, ice cream, and sorbet — crowned with 50-plus toppings and heaps of fresh fruit. Pay by weight, sample freely, and build it your way. A year-round Mashpee froyo favorite since 2013.

10 Steeple St, Mashpee, MA 02649

Tap City Grille - Falmouth

Tap City Grille - Falmouth

Falmouth

Tap City Grille brings hip urban energy to 285 Main Street in downtown Falmouth, where exposed pipes, tall tables, and an open kitchen frame an elevated American brewpub menu. Sink into Atlantic cod fish and chips with house remoulade, a hand-cut sirloin, four-cheese truffle mac, or spicy shrimp pasta with crumbled sausage. Open daily until 10, this Falmouth gastropub pours craft taps and serves seriously crave-worthy plates well into the night.

285 Main St, Falmouth, MA 02540, USA

Terrace Rooftop Dining

Terrace Rooftop Dining

Plymouth

Perched above historic Plymouth at 150 Water Street, Terrace Rooftop Dining pairs sweeping waterfront views with a scratch kitchen rooted in New England. Graze on cold-water oysters, crispy Spanish octopus, and bang bang shrimp, then settle into braised short rib, lobster fettuccine, or pan-roasted salmon. The viral Martini Tree pours twelve hanging cocktails, espresso martinis included, while boozy weekend brunch keeps this Plymouth rooftop bar buzzing above it all.

150 Water St, Plymouth, MA 02360

The Back Door at The Homeport

The Back Door at The Homeport

Chilmark

Menemsha's beloved casual raw bar and takeout counter — tucked around the back of the iconic Homeport Restaurant since 1930. Order lobster rolls, bowls of chowder, fresh oysters, and chilled shrimp steps from the harbor. Outdoor patio seating with harbor views. Open daily 11am–5pm. The perfect quick waterfront lunch on Martha's Vineyard.

512 North Rd, Chilmark, MA 02535

The Black Dog Dockside Cafe

The Black Dog Dockside Cafe

Oak Bluffs

You'll love the grab-and-go ease of The Black Dog Dockside Cafe, tucked right at the Oak Bluffs ferry terminal and perfectly positioned for visitors arriving on island or heading back to the mainland. This freshly renovated takeout spot brings all the beloved Black Dog quality to a quick, casual format — think specialty coffee drinks, chopped bagels, smoothies, cold-pressed juices, hearty sandwiches, and fresh baked goods made to order. The menu builds on Black Dog classics with bright, modern twists that make it easy to fuel up fast without sacrificing flavor. It opens early, runs daily, and accepts online ordering — making it the ideal first stop when you step off the ferry and want something delicious in hand before exploring everything Oak Bluffs has to offer.

12 Circuit Ave Ext, Unit 3, Oak Bluffs, MA 02557

The Black Dog Pub

The Black Dog Pub

Tisbury (Vineyard Haven)

You'll find yourself stepping back into Martha's Vineyard history the moment you walk through the doors of The Black Dog Tavern — the island's most iconic restaurant, perched on the edge of Vineyard Haven Harbor since 1971. This beloved waterfront landmark serves breakfast, lunch, and dinner with unmatched harbor views from its rustic, wood-beamed dining room and open patio. The menu leans into New England classics: fresh local seafood, chef-crafted entrées, homemade desserts, and a full bar. On summer Friday evenings, live music drifts across the water. Whether you're grabbing breakfast before the ferry or lingering over dinner at sunset, the Tavern delivers that rare combination of casual warmth and genuine Cape and Islands tradition that keeps visitors coming back year after year.

20 Beach Street Ext, Vineyard Haven, MA 02568

The Chart Room

The Chart Room

Bourne

Tucked into Kingman Yacht Center on Red Brook Harbor in Cataumet, this seasonal waterfront landmark serves fresh seafood from a converted barge with original timber beams and a lawn of Adirondack chairs facing the boats. The Mudslide built on Baileys, Kahlua and vodka is the stuff of legend, the lobster roll is off-menu so you have to ask, and the piano bar keeps things lively after sunset. For the summer crowd that comes for harbor views and famous drinks.

1 Shipyard Ln, Cataumet, MA 02534

The Homeport Restaurant & Oyster Bar

The Homeport Restaurant & Oyster Bar

Chilmark

A Menemsha institution since 1930, The Homeport Restaurant & Oyster Bar is the quintessential Martha's Vineyard waterfront dining experience. Fresh oysters, lobster, and local seafood served on a sunset-facing patio overlooking Menemsha Harbor. BYOB. The kind of meal you plan your whole MV trip around.

512 North Rd, Chilmark, MA 02535

The Lanes Bowl & Bistro

The Lanes Bowl & Bistro

Mashpee

Rolling since 2013 at Mashpee Commons, The Lanes Bowl & Bistro reinvents bowling night — ten ten-pin lanes with lane-side wait service, comfy seating, plus bocce, cornhole, and a seasonal outdoor bar. The upscale-casual bistro and full bar keep plates and pints coming, while trivia, music bingo, and live music fill the calendar. Book birthday parties, corporate events, and adult packages. An uncommon bowling experience in the heart of Mashpee.

9 Greene Street, Mashpee, MA 02649

The Picnic Box

The Picnic Box

Mashpee

Open daily 6am to 2pm in Mashpee, The Picnic Box is a local-all-the-way breakfast and lunch spot turning out some of the Cape's most raved-about morning plates. Dig into a classic lobster roll, golden fish and chips, hearty sandwiches, and homemade-style home fries served by friendly faces who treat regulars like family. Casual, consistent, and genuinely local, this Mashpee kitchen is where breakfast lovers keep coming back.

518 Falmouth Road, Mashpee, MA 02649

The Seal Pub & Cafe

The Seal Pub & Cafe

Harwich

Billed as the friendliest pub and cafe on Cape Cod, The Seal in Harwich Center pours from 6am breakfast sandwiches straight through to 1am, anchored by famous fish and chips and golden-fried shrimp, scallops, calamari, and clam fritters. Add hearty chicken nachos, clam chowder, French onion soup, and expertly mixed dirty martinis, then finish with house carrot cake or cheesecake. Comfort food and craft cocktails in the heart of Harwich.

703 Main St, Harwich, MA 02645, USA

The Speedwell Tavern

The Speedwell Tavern

Plymouth

At 47 Main Street in Plymouth, The Speedwell Tavern is comfort food done right, served laid-back and unpretentious. Sink into the South Shore's best wings, Certified Angus smash burgers, steak tips, and chili-loaded house-chip nachos. The craft beer list runs deep with local brews, the cocktails are honest, and live music plus game-day energy fill the room. This Plymouth bar and grill pours craft beer and good times in equal measure.

47 Main St, Plymouth, MA 02360

The Tasty

The Tasty

Plymouth

The Tasty is an upscale-casual New American restaurant in the center of historic Plymouth, earning a loyal following for creative seasonal dishes and a warm, neighborhood-bistro feel. Dishes are ingredient-driven and locally sourced where possible, making this a standout option in a town better known for tourist traps. Reservations are recommended, especially on weekends.

42 Court St, Plymouth, MA 02360

The Tavern on the Green

The Tavern on the Green

Marstons Mills

The Tavern on the Green sits at the Olde Barnstable Fairgrounds Golf Course in Marstons Mills, offering a casual dining experience with scenic views of the fairways. Serving breakfast and lunch daily, it's a welcoming spot for golfers and non-golfers alike — a relaxed Cape Cod tavern with local character and a comfortable atmosphere. The full bar and outdoor seating make it a pleasant stop any time of day.

1460 MA-149, Marstons Mills, MA 02648

Tigerhawk Sandwich Co.

Tigerhawk Sandwich Co.

Oak Bluffs

You'll find bold, chef-driven sandwiches unlike anything else on Martha's Vineyard at Tigerhawk Sandwich Co., Oak Bluffs' most exciting spot for globally inspired flavors. The menu is built around scratch-made sauces, high-quality ingredients, and inventive combinations — think Korean short rib with gochujang mayo and kimchi, local oyster po'boys, fried chicken hoisin, and porchetta with caper aioli and chimichurri. Everything is crafted fast without cutting corners, making it a favorite for lunch, dinner, and late-night bites. The approachable, counter-service vibe fits perfectly into the Circuit Ave energy, and online ordering makes it easy to skip the line. Whether you're island-hopping for the day or settling in for the summer, Tigerhawk delivers the kind of serious sandwich obsession that earns devoted regulars and well-deserved word-of-mouth buzz across the Vineyard.

12 Circuit Ave, Oak Bluffs, MA 02557

Tomatillos Southwestern Grill & Tequila Bar

Tomatillos Southwestern Grill & Tequila Bar

Sandwich

Spice up Sandwich at Tomatillos Southwestern Grill & Tequila Bar on Cotuit Road, where sizzling fajitas, shrimp tacos, and a knockout shrimp-and-lobster quesadilla meet an ocean-deep tequila selection. Sip a hand-shaken margarita, cap the night with fried ice cream, and ride the buzz of Taco Tuesdays, musical bingo, trivia, and weekend live music. Bold Southwestern flavor and Cape Cod nightlife collide in one lively, margarita-soaked Sandwich destination.

331 Cotuit Rd, Sandwich, MA 02563

Tomatoes Italian Grille & Bar

Tomatoes Italian Grille & Bar

Sandwich

Old-school Italian meets modern Italian-American at this Sandwich favorite on Route 130, where Sicilian country cooking and Northern Italian traditions share one generous, fresh-made menu. Expect heaping plates built from healthful ingredients, a welcoming bar, and dishes that satisfy both classic and adventurous appetites. With reservations, take-out, and delivery available, this Sandwich Italian grille and bar serves authentic Cape Cod dining the whole table can savor.

280 Route 130, Sandwich, MA 02563

Two Brothers Pizza and Mexican

Two Brothers Pizza and Mexican

Sandwich

Two cultures, one kitchen: Two Brothers Pizza & Mexican folds Greek-style pan pizza on dough made fresh every morning together with sizzling tacos and burritos at 331 Cotuit Road in Sandwich. Their family's secret sauce and three-cheese blend crown calzones baked golden, while hot pastrami and steak-and-cheese subs ride bakery-fresh rolls. For pizza, Mexican food, and overstuffed sandwiches in Sandwich, these brothers deliver two appetites' worth on every plate.

331 Cotuit Road, Sandwich, MA 02563

Uva Wine Bar

Uva Wine Bar

Mashpee

Pour your own discovery at Uva Wine Bar, Massachusetts' only self-serve wine bar, tucked into Mashpee Commons on Market Street. Sample fifty wines from across the globe in 2, 4, or 6-ounce pours, add draught beer, and pair flatbread pizzas, charcuterie, and cheese boards. With craft nights spotlighting local artisans and a retail wine boutique, this Mashpee tasting room makes wine exploration as easy and fun as it is welcoming.

4 Market St Mashpee MA 02649

Vineyard's Best Ice Cream & Coffee

Vineyard's Best Ice Cream & Coffee

Oak Bluffs

You'll find the kind of unpretentious island charm you didn't know you were looking for at Vineyard's Best Ice Cream & Coffee — a small, cash-only spot near the Oak Bluffs ferry terminal with a covered wraparound porch made for lingering. They scoop Richardson's Home Made Ice Cream (crafted in Middleton, MA), serve Seattle's Best Coffee, and knock out breakfast with MV Bagel Authority bagels, breakfast sandwiches, smoothies, and frappes. It's the perfect stop before or after the ferry — low-key, welcoming, and exactly the kind of place that becomes a morning ritual by the second day of your trip. Grab a seat on the porch, watch the Oak Bluffs foot traffic roll by, and enjoy a breakfast sandwich or a scoop without any fuss. Cash only, ATM on site.

12 Kennebec Ave, Oak Bluffs, MA 02557

Water Street Cafe

Water Street Cafe

Plymouth

Feeding America's Hometown for over 26 years, Water Street Cafe sits along Plymouth's historic harbor serving honest, family-style breakfast and lunch from 7am to 3pm daily. Think classic American comfort, hearty morning plates, generous lunches, and the kind of unpretentious, neighborly welcome that keeps Plymouth regulars coming back decades on. Grab a table or order takeout, and taste why this Water Street mainstay has anchored the community since 1998.

25 Water Street, Plymouth, 02360

Will & Co Cafe

Will & Co Cafe

Plymouth

Morning runs on a clean clock at Will & Co Cafe, where breakfast and brunch in Plymouth means red flannel hash eggs Benedict, stacked pancakes, and coconut shrimp plated until the 1:30 last seating. Doors open at 7:30am for a neighborhood crowd that treats this storefront as a daytime ritual. Unfussy, generous, locally minded cooking that rewards the early and the unhurried alike.

6B Court St Plymouth MA 02360

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The Pinehills · Plymouth · Massachusetts