Pillar I · Demand
Five million visitors come to Cape Cod every year looking for a feeling. We curate the moments, then connect each one to the products, gifts, and local standards that make it last.
A BYOB and bring-your-own-food sunset cruise out of Provincetown Harbor, family-run since 1944. Departs 90 minutes before sunset for a 1.75-hour cruise past Long Point Light with views of the dunes and returning shoreline.
Pedal from the heart of Ptown into the Province Lands dune trails on cruisers, hybrids and e-bikes. The easiest way to tackle the Cape's most scenic loop.
The full island in four private hours with a local guide and driver. Booked on Viator.
Experience the beautiful views and unique character of Martha's Vineyard with local 3rd generation island guides. Take a bus tour and see sights, including Oak Bluffs and Vineyard Haven.
A lantern-lit 90-minute walk through 400-plus years of Provincetown legend and seafaring lore, including the town's historic cemeteries. A fun after-dark take on local history.
New England's original whale watch, sailing since 1975 to Stellwagen Bank with a marine naturalist aboard. Three- to four-hour trips with a whale-sighting guarantee from MacMillan Pier.
Wander a historic saltwater farm to meet friendly sheep, goats, cattle, donkeys and chickens against a backdrop of marsh and meadow. A gentle, hands-on outing for little farmers.
Cape Cod Sunset Paddleboard Tour with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
A full historic Plymouth day including Plimoth Patuxet and Mayflower II. Booked on Viator.
Private and small-group boat tours out of Harwich and into Chatham waters. Book a 90-minute sunset harbor cruise, a seal sighting excursion to Chatham Harbor, or a custom private charter for any occasion.
A four-hour cruise from MacMillan Pier to Stellwagen Bank for humpback, finback and minke whales, narrated by a marine biologist. Climate-controlled cabin and open decks keep the whole family comfortable.
Go behind the scenes at the Cape's original craft microbrewery, touring the brew house before sampling in the taproom. Saturday-morning tours are small and sell out.
Nantucket Shoals Fluke with Bounty Hunter Fisheries LLC in Yarmouth. Book on Cape Cod Certified.
Paddle around Popponesset Island and the "Spit" on this sunset kayak tour. Watch the sun disappear behind the tree line and the sky explode with color.
Sail aboard the S/V Discovery for morning, afternoon, or sunset trips out of Wellfleet Harbor. Day sails include a stop at Billingsgate Island — a submerged island that was once a thriving town, now a sandbar with lighthouse ruins that appear at low tide.
Kayak & Paddleboard Rentals — Mashpee with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
Roll straight onto the Cape Cod Rail Trail on pedal or e-bikes, or push off in a kayak the same afternoon. A one-stop shop for exploring the Cape on two wheels or the water.
Experience the thrill of eFoiling in Cape Cod with a lesson in Barnstable, Provincetown, or your own location. Fly over the water with pro instructors and enjoy exclusive discounts on eFoils.
A Cape Cod sightseeing, history and culture experience. Booked on Viator.
Get your hands muddy at the wheel in a fully equipped ceramics studio with kilns and a glazing room, guided by working potters. Sessions suit first-timers and returning students.
Soar above Cape Cod Bay on a tandem or three-person parasail flight, or open the throttle on an hourly jet ski rental. Classic Cape thrills with photo packages.
A guided 4-hour tour of the island's rich African American history and landmarks. Booked on Viator.
Set sail aboard The White Shark out of Saquatucket Harbor in Harwich Port. This 45-passenger open-boat cruise features a full bar, handicap access, and restroom onboard. Daily departures Memorial Day through mid-October, including a 5pm Cocktail Cruise and evening Sunset Cruise.
Paddle through the waters of the Spit, a unique area of Cape Cod, on a kayak tour. Keep an eye out for wildlife such as birds and ocean critters.
Putt through caves, over footbridges and under waterfalls on two elaborately themed 18-hole pirate courses, with full-size pirate ships. Voted Best Family Attraction in Massachusetts.
A guided Cape Cod food-and-drink experience with small-group tastings. Booked on Viator.
An oyster-tasting cruise on Plymouth Bay. Booked on Viator.
Pick a bisque piece, paint it your way, and let the studio glaze and fire it to a glossy finish. A relaxed, walk-in-friendly creative afternoon for families and rainy Cape days.
A family ice-cream sundae cruise on Plymouth Harbor. Booked on Viator.
A two-hour afternoon or sunset sail on a 45-foot catamaran from Hyannis, blending the quiet of true sailing with Cape harbor views. Private charters for up to 25.
A self-guided sightseeing and history walk. Booked on Viator.
Walk through Oak Bluffs along an app-based audio-guided route on your mobile device. Learn about the town's origins and the most popular landmarks of this famous destination on Martha's Vineyard.
Guided stand-up paddleboard yoga classes in calm Cape waters around Mashpee. Instructors lead you through poses on the board — all levels welcome, and the added challenge of balancing on water is half the fun.
Family Fun Kayak Adventure with RideAway Adventures in Sandwich. Book on Cape Cod Certified.
A self-guided walking tour through historic Nantucket. Booked on Viator.
Sit beside the furnace and shape molten glass into your own ornament or paperweight with a professional glassblower guiding each step. A hands-on nod to Sandwich's glassmaking legacy.
Learn to read the ocean with instructors who teach respect for the water as much as the ride. Surf coaching and bay-side SUP tours along the wild Outer Cape shoreline.
A living-history museum experience of the Pilgrim and Wampanoag story. Booked on Viator.
Cape Cod's original SUP outfitter offers daily lessons, guided harbor tours and after-dark Glow Tours. Calm Chatham waters make it ideal for first-timers and sunset seekers.
A one-hour narrated harbor cruise past Great Island, Point Gammon Light and the Kennedy Compound — a view you can only get from the water. A Hyannis tradition.
A Cape Cod cruise out on the water with a local crew. Booked on Viator.
Explore hidden coves, tidal rivers and moonlit harbors on guided paddles for every skill level. Gear and instruction included on the calm upper Cape.
Rent a board or join a morning guided paddle down the gentle Bass River and freshwater ponds. Free delivery and easygoing instruction make it perfect for the whole family.
Set sail on this relaxing cruise across Hyannis Harbor. Purchase a drink from the vessel's fully stocked bar and soak in the breathtaking views of the sunset.
A relaxed sunset cruise across Hyannis Harbor and Lewis Bay aboard a 64-foot catamaran with a full bar. Lighthouse and live-music cruises also offered.
A breezy 45-minute narrated trolley loop through Provincetown's art-colony streets out to Herring Cove, Race Point and the Province Lands dunes. The classic way to get your bearings.
Full Moon Adventure Kayak Tour with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
One of only two continuously operating tent theaters-in-the-round in the world, the Melody Tent in Hyannis hosts 40+ concerts each summer. Every seat rotates within 50 feet of the stage — no bad view in the house, from rock and country to comedy and Broadway.
A traditional New England clambake served aboard a cruise. Booked on Viator.
See Cape Cod from the sky on a helicopter tour departing Barnstable Municipal Airport (HYA). Choose from quick 5-minute hops to 45-minute extended scenic flights over the beaches, bays, and Cape shoreline.
Multiple themed escape rooms at Mashpee Commons, all games fully private. Great for families, date nights, and rainy-day outings — 60 minutes to crack the puzzle together.
An active Cape Cod adventure on the water and shoreline. Booked on Viator.
Explore Martha's Vineyard on a day trip from Boston and see the cottages in Oak Bluffs, the quaint shops of Edgartown, and the Gay Head Cliffs. Upgrade your trip with a guided tour of the island.
The deep-dive JAWS tour for serious fans, on location where it was filmed. Booked on Viator.
Non-profit arts center in Chatham offering classes in pottery, painting, drawing, and jewelry-making for all skill levels. Drop-in and multi-session courses run year-round — a strong rainy-day option for the whole family.
An all-inclusive 3.5-hour craft-beer crawl visiting multiple Cape breweries with guided tastings, brewing insight and a food pairing. Transportation included, so you just sip and enjoy.
A private island tour — Edgartown, Oak Bluffs and the cliffs at your own pace. Booked on Viator.
A 3.5–4 hour expedition from Barnstable Harbor to Stellwagen Bank aboard a fast, stable vessel led by seasoned captains and naturalists. The classic mid-Cape whale watch.
Take flight over the harbor at the very tip of Cape Cod, then race the bay on a rented jet ski. Provincetown's go-to for high-flying, fast-moving water fun.
A two-hour sail on a 77-foot three-masted schooner from Falmouth Harbor, guests welcome to help raise the sails. Sweeping golden-hour views of Nantucket Sound and the Vineyard.
Climb, swing and zip across ~60 treetop platforms on five aerial trails set in the gardens of Heritage Museums. Built for ages 7 and up at any fitness level.
Sail on a 1925 wooden gaff-rigged schooner — the longest-running sailing charter on Cape Cod. Day sails depart MacMillan Pier at 10am and 1pm (1.5 hours each); sunset sails run 2 hours. Dog and picnic-friendly; adults-only sunset sail is BYOB.
Glide the Vineyard's coast roads and harbor villages on an easy electric bike tour. Booked on Viator.
Guided Paddle Through Plymouth Harbor with Plymouth Watersports in Plymouth. Book on Cape Cod Certified.
A private deep-sea charter for up to six anglers from MacMillan Pier, targeting striped bass and bluefish in the productive waters off the Cape's tip. A personalized day on the water.
A narrated two-hour rail journey along the Cape Cod Canal and through scenery you can only reach by train. An easy, all-ages outing little conductors love.
The Cape's only land-and-sea tour rolls through historic Hyannis in an amphibious vehicle before splashing into the harbor. A giggly 45-minute narrated adventure kids vote best ride.
A self-guided historical walking tour of Plymouth. Booked on Viator.
Glide past salt marshes and cranberry bogs while a four-course dinner is served on white linens in a vintage rail car. A polished grown-up evening on the Cape's quiet side.
Paranormal museum and ghost-hunt experiences at 322 Commercial Street in Provincetown. Founded by Adam Berry of Ghost Hunters and Kindred Spirits — offers museum tours, private seances, and overnight investigations. Open Tuesday through Sunday.
See Nantucket's historic and beautiful sights on this bus tour of the island. Make stops at a fishing village, an old mill, and a classic lighthouse. See quaint cottages and sweeping views of the sea.
40+ years of open-boat offshore fishing out of Falmouth Marine Park. The Islander and Patriot Too run 4-hour and 6-hour bottom-fishing trips daily — no full charter required, just buy a seat alongside other anglers and keep what you catch.
Kayak & Paddleboard Rentals — Sandwich with RideAway Adventures in Sandwich. Book on Cape Cod Certified.
The iconic Cisco campus at 5 Bartlett Farm Road combines three producers in one visit: tastings from Cisco Brewers (beer), Nantucket Vineyard (wine), and Triple Eight Distillery (spirits), plus a souvenir tasting glass. Daily guided tours run 30–90 minutes. Day-of spots available first-come; advance reservations recommended.
A fun, family-friendly Cape Cod adventure everyone will remember. Booked on Viator.
Daily farm tours by advance reservation with a 35+ year cranberry grower in Harwich. See working bogs year-round, with the dramatic harvest flood (September through November) — when growers flood the bogs and bogs turn solid red — as the highlight.
Kayak the Creek Nature Tour with RideAway Adventures in Sandwich. Book on Cape Cod Certified.
Ride an open 4x4 over the rolling dunes of the National Seashore, past weathered dune shacks where O'Neill and Kerouac once wrote. A Provincetown institution since 1946.
Catch your first wave with the Cape's all-female surf school on the Outer Cape's legendary Atlantic breaks. Private, couples and multi-day camps tuned to the Seashore swell.
Evening sunset and themed party cruises — margarita, luau and fireworks nights — from Hyannis and Barnstable Harbors aboard a large, stable vessel with full bar.
RI Tog Private Charter Bounty Hunter II Weekend & Holiday with Bounty Hunter Fisheries LLC in Yarmouth. Book on Cape Cod Certified.
Set sail from Hyannis Harbor aboard the Capt. John & Son II for a 75-minute Live Music Sunset Cruise featuring talented singer/guitarist Ted Wyman!
Learn to kite on New England's most dependable thermals with a 15-year safety-first progression program. Group, private and camp lessons across the Cape's premier wind zones.
A sightseeing, history and culture experience. Booked on Viator.
Walk among real treasure from the only authenticated pirate shipwreck ever found, the Whydah Gally. Hands-on exhibits and a full-size ship replica make it a rainy-day favorite.
Head out from Sesuit Harbor in East Dennis for 4-hour bottom-fishing trips in Cape Cod Bay on the 52-foot Albatross. In summer, catch a live-music sunset cruise every last Wednesday in June through Labor Day — same boat, open bar, different vibe.
An after-dark haunted history tour of Plymouth's waterfront. Booked on Viator.
A private fishing charter out on the water with a local captain. Booked on Viator.
Set sail from Hyannis Harbor aboard the Capt. John & Son II for a Sunset Cocktail Cruise, a 90-minute tropical tour on the water. Watch the sunset over Hyannis Harbor as you enjoy a variety of drinks.
A self-guided scavenger hunt that turns the island into a family adventure. Booked on Viator.
400 Years Back in Time! Located in New England's oldest town. Plimoth Patuxet Museums is near Boston & Cape Cod. Walkable charm, waterfront dining, vibrant shopping, Plymouth is a coastal destination.
Launch from the Swan River and paddle toward Nantucket Sound at the Cape's full-service rental facility. Kayaks, paddleboards, canoes and pedal boats for walk-ins and reservations.
A beach ferry to a secluded sandbar in Plymouth Bay. Booked on Viator.
Bike Rentals — Cape Cod Canal (Sandwich) with RideAway Adventures in Sandwich. Book on Cape Cod Certified.
Watch master glassblower Michael Magyar shape molten glass into seashells, pumpkins and ornaments in his Route 6A hot shop. Seasonal make-your-own ornament sessions available.
A private vacation photoshoot with a local photographer. Booked on Viator.
The Cape's longest-running party boat, fishing out of MacMillan Pier since 1932 for bluefish, striped bass and mackerel. Rod, reel, bait and license included.
Climb Cape Cod's oldest and tallest lighthouse, famously moved 450 feet back from the eroding cliff in 1996. The keeper's shop tells four centuries of Outer Cape maritime history.
A 54-acre campus in Brewster overlooking Cape Cod Bay, featuring two floors of exhibits on local flora, fauna, and coastal ecology — including live aquariums. Three self-guided nature trails wind through salt marsh, woodland, and bay shoreline, with ranger-style guided field walks offered daily in summer.
Follow a naturalist through pine woods, salt marsh and barrier beach in search of songbirds and shorebirds. A gentle, all-levels intro to the birds of the Outer Cape.
Rentals — Yarmouth with Bounty Hunter Fisheries LLC in Yarmouth. Book on Cape Cod Certified.
A 90-minute tour of Chatham Harbor between North Beach and Chatham Light for close looks at the famous gray-seal colony. A laid-back, kid-friendly Chatham classic.
Three trailside shops put the Outer Cape's best riding at your doorstep, with free locks and trail maps on every rental. From the Rail Trail to the National Seashore, grab a bike and go.
Bookable culinary and garden workshops at Castle Hill in Truro, Cape Cod's leading arts residency. Hands-on classes cover cooking, fermentation, foraging, and seasonal kitchen gardening — set on a historic hilltop property with sweeping bay views.
Witness majestic humpback, finback, and minke whales in the North Atlantic with expert marine biologist guides providing educational commentary throughout.
A hands-on lobstering eco tour out on the water. Booked on Viator.
Cape Cod Explorer Kayak Tour with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
A 75-minute glide through quiet channels to the gray-seal colonies off Monomoy, with a naturalist on the history and wildlife. Family-run, departing Saquatucket Harbor.
Walk on Water Nature Tour with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
Set sail from Hyannis Harbor aboard the Capt. John & Son II for a Margarita Sunset Cruise, a 90-minute tropical tour on the water. Watch the sunset over Hyannis Harbor as you enjoy Margaritas.
A self-guided smartphone walking tour of Pilgrim-era Plymouth. Booked on Viator.
ACA-certified guided kayak tours through Nauset Marsh and the Cape Cod National Seashore, launching from Eastham. Rentals delivered free to your location — no boat rack required. Ideal for first-timers and experienced paddlers alike.
New England's only on-the-beach watersports school teaches windsurfing, windfoiling and SUP right where the gear lives. Warm Buzzards Bay water and steady breezes at Old Silver Beach.
Join a 4-hour whale watching cruise from Plymouth. Learn about the marine life from a knowledgeable naturalist and see humpback, finback, pilot, minke, and right whales.
Multi-Day Rentals (Delivery) — Sandwich with RideAway Adventures in Sandwich. Book on Cape Cod Certified.
Bike Rentals — Bourne with Buzzards Bay Bikes in Bourne. Book on Cape Cod Certified.
Cape Cod's only dedicated axe throwing venue at 489 Bearse's Way in Hyannis. Throw big axes, knives, and arrows, or step up to the Trackman Indoor Golf Simulator — all under one roof with a full bar and live entertainment on weekends. Expert instruction included.
Race the clock through themed escape rooms — steampunk workshop, cursed pharaoh, sinking sub — then pair it with bowling, laser tag and arcade games. An all-under-one-roof game night.
Stroll the gingerbread cottages and Campground at your own pace with an audio guide. Booked on Viator.
Bike Rentals — AutoCamp (Falmouth) with RideAway Adventures in Falmouth. Book on Cape Cod Certified.
Free ranger-led canoe and kayak programs inside the Cape Cod National Seashore, running May through October. Guided canoe paddles through Salt Pond depart Wednesdays and Fridays (2.5 hrs); kayak trips run Fridays (3 hrs). All equipment provided; advance phone reservation required.
Private Sunset Tour with Island View Stable in Bourne. Book on Cape Cod Certified.
Enjoy a 4-hour Half Day Trip with Helen H Offshore Fishing—fish, relax, and take in the stunning views of Hyannis Harbor. Perfect for adventure and relaxation on Cape Cod's beautiful waters.
A 3-hour guided amble from the Chatham Fish Pier through the village's historic streets, with 4–5 tasting stops at favorite spots. The Cape's only Chatham walking food tour.
Learn about the beginnings of America's history with the arrival of the Mayflower in 1620. Discover more about the Pilgrims from their landing at Plymouth Rock to their beautiful villages on Cape Cod.
A self-guided GPS audio walking tour. Booked on Viator.
Explore the dramatic Provincetown sand dunes inside the Cape Cod National Seashore in an open-air Jeep with the roof completely off. Tours run 1 to 3 hours through the shifting dunes under nothing but sky.
A one-hour cruise along Chatham's coastline for close views of seals on the sandbars, passing the iconic Chatham Lighthouse and Fish Pier. A polished, resort-run outing.
A family pirate-themed cruise on Plymouth Harbor. Booked on Viator.
Rent a bike and explore the Cape Cod Canal Bike Path with a bike rental. Choose from a variety of bikes to suit your needs and preferences.
Visit the real Amity — the JAWS filming sites across the Vineyard. Booked on Viator.
Rent a paddle board or kayak to explore the waters of Mashpee Popponesset Bay on a self-guided tour. Enjoy the freedom to explore the bay at your own pace.
A festive harbor party cruise out on the water. Booked on Viator.
An after-dark guided walking tour of historic Plymouth. Booked on Viator.
A 2.5-hour guided tasting walk through downtown Hyannis's locally loved kitchens, from fresh Cape seafood to sweet finishes. A flavor-forward way to meet the people behind the food.
Small-batch Cape Cod craft brewery known for the Handline Kölsch and seasonal releases, tucked in South Dennis. Brewery tours run Saturdays at 11:30am; the taproom is open daily 12–6pm with 10–12 rotating beers on draft.
Sip maritime-grown wines in the gardens of a restored 1830s farmhouse, with summer walk-through tours of the winemaking. On-site South Hollow Spirits distillery pours rum and gin too.
A private tour from the Meetinghouse Pond town dock through Orleans' waterways to the barrier beach, Chatham fishing fleet and seal colonies. Personal and flexible, ideal for families.
Porgy / Seabass / Blackfish Private 6 Pass Charter with Bounty Hunter Fisheries LLC in Yarmouth. Book on Cape Cod Certified.
The Fire & Water Cape Cod Experience with RideAway Adventures in Sandwich. Book on Cape Cod Certified.
Kayak & Paddleboard Rentals — Dennis with Mocean Adventures in Dennis. Book on Cape Cod Certified.
SUP Yoga – Paddleboard Yoga in Plymouth Harbor with Plymouth Watersports in Plymouth. Book on Cape Cod Certified.
⭐ Top-Rated Vacation Photoshoots 2025 Get a set of high-quality photos to remember your trip to Cape Cod. A professional photographer will guide you through and take pictures of you at the best spots.
Family-focused public fishing trips aboard the 65-foot Coast Guard–certified vessel Cap'n Kid, departing Saquatucket Harbor in Harwich Port. All equipment, bait, and experienced crew included. Multiple daily departures July through September — advance booking strongly recommended.
The only operating drive-in theatre in New England — double features nightly from Memorial Day through Labor Day. Box office opens at 6:30pm; all tickets cover two first-run films. The same site hosts one of the Cape's best flea markets every Saturday and Sunday, 8am–3pm, through October.
Embark on a haunted harbor cruise in Plymouth. Hear tales of ghostly legends, tragic shipwrecks, and haunted landmarks as you glide past Burial Hill, Cole’s Hill, and more.
Join a working research trip with AWSC scientists and an aerial spotter pilot to tag and track great white sharks in the waters off Chatham. Six seats max per trip — you're part of the science, not just watching it.
A sunset cruise with live music, appetizers and drinks. Booked on Viator.
A self-guided biking or driving tour across Nantucket. Booked on Viator.
Explore the country's oldest public aquarium, where touch tanks let little hands meet crabs and sea stars and rescued harbor seals live outside. Daily seal Q&A sessions.