Day Trips & Islands
Two people, one day, no agenda. Sunset spots, quiet harbors, long lunches.
Visiting Cape Cod
Planning a Boston to Cape Cod day trip? Get the honest guide: drive times, the Sagamore Bridge bottleneck, the P'town ferry option, and exactly which towns are worth the trip.
Cross the canal for a day in Plymouth — Plimoth Patuxent, the Mayflower II, a working waterfront, and some of the best independent restaurants south of Boston.
Cape Cod Celebrations
Discover why Cape Cod in February is secretly the most romantic destination.
Plan the perfect Cape Cod honeymoon with our guide to the most romantic towns, sunset sails, oyster bars, charming inns, and unforgettable experiences on the Outer Cape.
Planning a girls trip to Cape Cod? Local picks for Provincetown, Chatham & Wellfleet — sunset bars, spa days, oysters, and when to actually go.
West Yarmouth sits at the heart of the south Cape — wide Nantucket Sound beaches, Bass River kayaking, and easy access to everything. Here's how locals spend a day.
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.
