Day Trips & Islands
Bring the group chat. Tastings, spa days, and plans that work for a whole crew.
Visiting Cape Cod
Walk-in restaurants, weekday golf, warm empty beaches, and spontaneous overnights — the September moves that only work once families leave Cape Cod after Labor Day.
Cape Cod Celebrations
Holly Folly runs December 4–21, 2026 — Provincetown's LGBTQ+ holiday festival with the Jingle Bell Run, drag bingo, Inn Stroll, and holiday market. Plan your weekend here
Where locals get ice cream in Provincetown: Lewis Brothers homemade small-batch scoops and Spiritus, the legendary late-night Commercial Street stop since 1971.
The complete guide to doing Cape Cod's two vineyards in one day — Cape Cod Winery in East Falmouth and Truro Vineyards in North Truro, with the route, timing, and where to eat between stops.
2-day Cape Cod girls weekend guide built around Provincetown — Tea Dance at the Boatslip, Ross' Grill, Race Point Beach, and the bars and restaurants actually worth your time.
The Cape Cod sunset bar crawl done right — Mattakeese Wharf in Barnstable, Wellfleet Harbor, and Tea Dance at the Boatslip in Provincetown, all on the bay side where the sunset actually is.
The real Cape Cod shopping guide — locally owned boutiques, jewelry makers, art galleries, and home stores in Chatham, Provincetown, Orleans, Wellfleet, and Osterville.
Plan the perfect Cape Cod wellness day with verified spas in Hyannis, Falmouth, and Provincetown, beach yoga at Chatham Lighthouse, and a full itinerary for a girls trip recharge.
Where to stay in Provincetown — from historic inns to boutique hotels. Certified, locally verified options you can book direct without OTA commissions.
Cape Cod's best sunsets happen on the Bay side — Skaket, Chapin, Gray's Beach, Provincetown harbor, and more. Local guide with timing, tides, and what to know.
Whale watching from MacMillan Pier, climbing Pilgrim Monument, gallery-hopping on Commercial Street, and catching sunset at Long Point — your perfect day at the tip of Cape Cod.
Spend a perfect day in Wellfleet, MA: world-class oysters, Marconi Beach's dramatic dunes, the iconic drive-in, and a sunset at Mayo Beach. A local's honest guide.
Comparing Chatham, Falmouth, Brewster, and Provincetown for your Cape Cod wedding? Real venue prices, beach permit rules, and which town fits which couple.
Your complete guide to Provincetown LGBTQ events: Bear Week, Carnival, Women's Week, booking windows, ferry tips, and what to expect as a first-timer.
Living on Cape Cod
Year-round residents reveal the real Provincetown — dune solitude, Portuguese bakery culture, PAAM, Race Point Light, and why winter here is something else entirely.
The definitive guide to Provincetown Carnival.
The local Cape Cod food guide — Wellfleet oysters, New England clam chowder, lobster rolls, Portuguese malasadas in Provincetown, fresh fish off the Chatham pier, and whole-belly fried clams at the roadside stands that define the Cape's food identity.
Cape Cod is a top New England bachelorette destination — here's how to plan the perfect weekend, from Provincetown bars to beach days and spa treatments.
Your complete local guide to Provincetown, MA — the working fishing port, 125-year-old artist colony, and LGBTQ+ resort at the tip of Cape Cod, with practical advice on the ferry, beaches, galleries, restaurants, and when to book.
The complete guide to Provincetown, MA — beaches, whale watching, restaurants, drag shows, the Pilgrim Monument, and everything that makes P-town Cape Cod's most unforgettable destination.
Discover things to do in Truro Cape Cod: the Cape's only winery, a George Washington lighthouse, near-empty National Seashore beaches, and bay sunsets.
Discover the most romantic Cape Cod weekend getaways for every season.
Your complete planning guide to the Wellfleet OysterFest — how to get tickets before they sell out, where to park, shuttle logistics, the best oyster farms to seek out, where to stay, and everything else you need for Cape Cod's finest fall tradition.
Everything you need to know about the Provincetown International Film Festival.
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.
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.
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.
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.
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.
A self-guided GPS audio walking tour. Booked on Viator.
