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The Pinehills · Plymouth · Massachusetts

The Guides

Day trips off the Cape.

Martha's Vineyard, Nantucket, and a perfect day in every Cape town, from Provincetown to Plymouth.

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Day Trip to Marthas Vineyard from Cape Cod: Ferries, What to Do & How to Make It Worth It

Visiting Cape Cod

Day Trip to Marthas Vineyard from Cape Cod: Ferries, What to Do & How to Make It Worth It

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.

Day Trip to Nantucket from Cape Cod: Ferries, What to Do & How to Plan It

Visiting Cape Cod

Day Trip to Nantucket from Cape Cod: Ferries, What to Do & How to Plan It

Everything you need to plan a day trip to Nantucket from Cape Cod — which ferry to take, how long it takes, what to do, where to eat, and how to make the most of one perfect summer day on the island.

Car-Free Day Trip to Martha's Vineyard: Ferry + Bike from Woods Hole

Cape Cod Day Trips with Kids

Car-Free Day Trip to Martha's Vineyard: Ferry + Bike from Woods Hole

No car reservation needed. Walk-on the Woods Hole ferry, rent bikes at the Vineyard, and explore Oak Bluffs and Edgartown car-free. Full logistics for families and couples.

Boston to Cape Cod Day Trip: The Practical Guide to Getting There, Where to Go & How Long It Takes

Visiting Cape Cod

Boston to Cape Cod Day Trip: The Practical Guide to Getting There, Where to Go & How Long It Takes

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.

A Perfect Day in Provincetown, Cape Cod: Whales, Art, Commercial Street & Land's End

Visiting Cape Cod

A Perfect Day in Provincetown, Cape Cod: Whales, Art, Commercial Street & Land's End

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.

A Perfect Day in Chatham, Cape Cod: Lighthouse, Outer Beach & Main Street

Visiting Cape Cod

A Perfect Day in Chatham, Cape Cod: Lighthouse, Outer Beach & Main Street

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.

A Perfect Day in Wellfleet, Cape Cod: Oysters, Drive-In & the Outer Cape's Jewel

Visiting Cape Cod

A Perfect Day in Wellfleet, Cape Cod: Oysters, Drive-In & the Outer Cape's Jewel

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.

A Perfect Day in Falmouth, Cape Cod: Beaches, Vineyard Ferry & Local Eats

Visiting Cape Cod

A Perfect Day in Falmouth, Cape Cod: Beaches, Vineyard Ferry & Local Eats

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.

A Perfect Day in Orleans, Cape Cod: Nauset Beach, Rock Harbor & the Elbow

Visiting Cape Cod

A Perfect Day in Orleans, Cape Cod: Nauset Beach, Rock Harbor & the Elbow

One perfect day in Orleans, MA: surf at Nauset Beach, kayak Nauset Marsh, browse Main Street, and catch a classic Cape Cod sunset at Rock Harbor.

A Perfect Day in Brewster, Cape Cod: Tidal Flats, Nickerson State Park & Village Shops

Visiting Cape Cod

A Perfect Day in Brewster, Cape Cod: Tidal Flats, Nickerson State Park & Village Shops

Spend a perfect day in Brewster, Cape Cod: walk the tidal flats at low tide, explore Nickerson State Park's kettle ponds, browse Route 6A antiques, and catch a sunset over Cape Cod Bay.

A Perfect Day in Eastham, Cape Cod: Fort Hill, Coast Guard Beach & the Outer Cape

Visiting Cape Cod

A Perfect Day in Eastham, Cape Cod: Fort Hill, Coast Guard Beach & the Outer Cape

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.

A Perfect Day in Truro, Cape Cod: Highland Light, Corn Hill Beach & Pamet River

Visiting Cape Cod

A Perfect Day in Truro, Cape Cod: Highland Light, Corn Hill Beach & Pamet River

Spend a perfect day in Truro, Cape Cod — Highland Light, Corn Hill Beach, the Pamet River estuary, and Truro Vineyards. A local's guide to the Cape's quietest town.

A Perfect Day in Harwich, Cape Cod: Cranberry Bogs, Nantucket Ferry & South Beach

Visiting Cape Cod

A Perfect Day in Harwich, Cape Cod: Cranberry Bogs, Nantucket Ferry & South Beach

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.

A Perfect Day in Dennis, Cape Cod: Cape Playhouse, Scargo Hill & Village Life

Visiting Cape Cod

A Perfect Day in Dennis, Cape Cod: Cape Playhouse, Scargo Hill & Village Life

Spend a perfect day in Dennis, Cape Cod: climb Scargo Hill for 360° views, swim Scargo Lake, browse Route 6A antiques, catch a show at the historic Cape Playhouse, and end at Sesuit Harbor for a bay sunset.

A Perfect Day in Yarmouth, Cape Cod: Sound Beaches, Bass River & Village Strolls

Visiting Cape Cod

A Perfect Day in Yarmouth, Cape Cod: Sound Beaches, Bass River & Village Strolls

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.

A Perfect Day in Barnstable, Cape Cod: Historic Villages, Hyannis & the Harbor

Visiting Cape Cod

A Perfect Day in Barnstable, Cape Cod: Historic Villages, Hyannis & the Harbor

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.

A Perfect Day in Hyannis, Cape Cod

Visiting Cape Cod

A Perfect Day in Hyannis, Cape Cod

Most visitors blow through Hyannis on the way to the ferry. Here's why you should slow down — beaches, Kennedy history, harbor cruises, and a real Main Street.

A Perfect Day in Sandwich, Cape Cod: Heritage, Dunes & Hidden Gems

Visiting Cape Cod

A Perfect Day in Sandwich, Cape Cod: Heritage, Dunes & Hidden Gems

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.

A Perfect Day in Mashpee, Cape Cod: Wampanoag Heritage, Commons & South Cape Beach

Visiting Cape Cod

A Perfect Day in Mashpee, Cape Cod: Wampanoag Heritage, Commons & South Cape Beach

Spend a perfect day in Mashpee exploring Wampanoag history, South Cape Beach State Park, Mashpee Commons, and freshwater ponds — a local's honest guide.

A Perfect Day in Bourne, Cape Cod: Canal, Beaches & the Gateway Town

Visiting Cape Cod

A Perfect Day in Bourne, Cape Cod: Canal, Beaches & the Gateway Town

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.

A Perfect Day Trip to Plymouth from Cape Cod

Visiting Cape Cod

A Perfect Day Trip to Plymouth from Cape Cod

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.

How Many Days Do You Need on Cape Cod? Sample 3-, 5-, and 7-Day Itineraries

Visiting Cape Cod

How Many Days Do You Need on Cape Cod? Sample 3-, 5-, and 7-Day Itineraries

How many days do you need on Cape Cod? Sample 3, 5, and 7-day itineraries with drive times, base recommendations, and 2026 prices from locals.

While you’re planning — book an experience

Provincetown Ghost & History Walking TourCape Classics
After Dark

Provincetown Ghost & History Walking Tour

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.

~$20See Pricing & Availability
Boston: Martha's Vineyard Day Trip with Optional Island TourCape Classics
Day Trip from Boston

Boston: Martha's Vineyard Day Trip with Optional Island Tour

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.

$129 per adultSee Pricing & Availability
Albatross Deep Sea Fishing & Live Music CruisesBeach Day
Party Fishing + Live Music Sunsets · Sesuit Harbor

Albatross Deep Sea Fishing & Live Music Cruises

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.

from $16See Pricing & Availability
Chatham Seal & Harbor CruiseLuxury Weekend
Resort-Run · Small Group

Chatham Seal & Harbor Cruise

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.

VariesSee Pricing & Availability
Schooner Hindu — Historic Tall Ship SailingCape Classics
1925 Schooner · Day & Sunset Sails · MacMillan Pier

Schooner Hindu — Historic Tall Ship Sailing

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.

See Pricing & Availability
Martha’s Vineyard Self-Guided GPS Audio Walking TourCape Classics
Go at Your Own Pace

Martha’s Vineyard Self-Guided GPS Audio Walking Tour

A self-guided GPS audio walking tour. Booked on Viator.

from $10See Pricing & Availability