Day Trips & Islands
Two people, one day, no agenda. Sunset spots, quiet harbors, long lunches.
Visiting Cape Cod
Seven one-day fall itineraries on Cape Cod — Route 6A antiques, Wellfleet oysters, Sandwich heritage, Chatham lighthouse, Provincetown galleries, and more.
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.
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.
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 Harwich, Cape Cod — Wychmere Harbor at sunrise, Red River Beach, the Nantucket Fast Ferry, and a quiet evening in Harwich Port village.
Cape Cod Celebrations
Comparing Chatham, Falmouth, Brewster, and Provincetown for your Cape Cod wedding? Real venue prices, beach permit rules, and which town fits which couple.
Spend a perfect day in Barnstable, Cape Cod — from the oldest library building in the US on Route 6A to JFK's harbor, Craigville Beach, and a sunset over Nantucket Sound.
Wild Cape Cod
Walk the historic Sandwich Boardwalk over Mill Creek salt marsh, spot blue herons and green crabs at low tide, and end at Town Neck Beach for a Bay sunset. One of the most peaceful spots on the Upper Cape.
Spend a perfect day in Falmouth, Cape Cod: bike the Shining Sea Bikeway, swim at Old Silver Beach, catch a ferry to Martha's Vineyard, and watch the sun set over Vineyard Sound.
Spend a perfect day in Yarmouth, Cape Cod — from the historic 6A village and Edward Gorey House to Bass River kayaking and warm Sound beaches.
Spend a perfect day in Mashpee exploring Wampanoag history, South Cape Beach State Park, Mashpee Commons, and freshwater ponds — a local's honest guide.
Sandwich is Cape Cod's oldest town and most underrated day — Glass Museum, Heritage Gardens, a boardwalk through salt marsh, and Bay-side sunsets few tourists find.
Spend a perfect day in Chatham, Cape Cod: gray seals at the lighthouse, fresh fish off the pier, walking Main Street, and a Friday night band concert.
Spend a perfect day in Eastham, MA — Fort Hill's marsh views, Coast Guard Beach, First Encounter's tidal flats, and the best of Cape Cod National Seashore.
Bourne is more than a bridge crossing — it's canal bike paths, calm bay beaches, herring runs, and quiet villages that most Cape visitors drive straight past.
Plan the perfect Cape Cod day trip from Boston with real traffic advice, two driving routes, the Cape Flyer train option, and itineraries for 4-hour, 6-hour, and full-day trips to Sandwich, Chatham, and Nauset Beach.
Ferry from Woods Hole to Martha's Vineyard and back in a day. A local's itinerary covering Oak Bluffs, Edgartown, South Beach, and the Aquinnah Cliffs.
Cape Cod Pursuits
Rock Harbor in Orleans is Cape Cod's most photogenic bay-side harbor — fishing charters for striped bass, bluefish & fluke, plus legendary Bay sunsets.
Discover the most romantic Cape Cod weekend getaways for every season.
Catch the Hy-Line ferry from Hyannis and spend a perfect day on Nantucket — cobblestone streets, whaling history, Atlantic surf, and rose-covered cottages in 'Sconset.
Find the best sunset beaches on Cape Cod — from Herring Cove in Provincetown to Rock Harbor in Orleans. All bay-facing spots where the sky actually turns gold.
Everything you need to plan a day trip to Marthas Vineyard from Cape Cod — which ferry to take, where to park, what to do in Edgartown, Oak Bluffs, and Aquinnah, and how to make the most of one full day on the island.
Skip the tourist crowds and spend a perfect day in Buzzards Bay — canal bike path, fishing off the breakwater, and a real working-waterfront sunset on the bay.
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.
