Day Trips & Islands
The Cape doesn't roll up at sunset. Live music, rooftops, and late-night lobster.
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
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.
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.
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.
Cape Cod's best fall festivals, September to November: Wellfleet OysterFest, cranberry harvest, scallop fests and how to plan a shoulder-season trip.
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.
Plan your Harwich Cranberry Festival trip: what to expect, parking tips, cranberry bog viewing spots, and the best way to end the day in Harwich Port.
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.
Everything you need to know about the Harwich Cranberry Festival.
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.
Your complete guide to Cape Cod beer festivals.
Everything you need to plan your First Night Provincetown New Year's Eve.
Discover the best live music on Cape Cod — from the iconic Cape Cod Melody Tent in Hyannis to free Friday night band concerts in Chatham, Provincetown cabaret, and waterfront jazz all summer long.
Discover the best bars, live music, clubs, and after-dark activities on Cape Cod — from Provincetown's legendary nightlife strip to the Wellfleet Beachcomber's cliffside sunset parties.
Planning a girls trip to Cape Cod? Local picks for Provincetown, Chatham & Wellfleet — sunset bars, spa days, oysters, and when to actually go.
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.
