5 days in Cape Cod, Martha's Vineyard & Nantucket Itinerary

5 days in Cape Cod, Martha's Vineyard & Nantucket Itinerary

Created using Inspirock Massachusetts trip builder

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Make it your trip
Drive
1
Hyannis
Drive
2
Provincetown
— 2 nights
Taxi to Hyannis, MA, Ferry to Oak Bluffs
3
Oak Bluffs
— 2 nights
Ferry
4
Nantucket
— 1 day
Fly

S M T W T F S
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Hyannis

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Kick off your visit on the 7th (Fri): engage your brain at Sandwich Glass Museum and then see the interesting displays at Heritage Museums & Gardens.

To see maps, more things to do, traveler tips, and more tourist information, refer to the Hyannis trip itinerary maker app.

Philadelphia to Hyannis is an approximately 6.5-hour car ride. You can also fly; or do a combination of train and flight; or drive. In October, Hyannis is a bit cooler than Philadelphia - with highs of 64°F and lows of 48°F. Wrap up your sightseeing on the 7th (Fri) early enough to drive to Provincetown.

Things to do in Hyannis

Museums · Childrens Museums

Side Trip

Provincetown

— 2 nights

Birthplace of American Liberty

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Kick off your visit on the 8th (Sat): enjoy the sand and surf at Race Point Beach, then see the interesting displays at Pilgrim Monument & Provincetown Museum, then browse the collection at Provincetown Library, and finally don't miss a visit to Commercial Street. Get ready for a full day of sightseeing on the next day: get up close to creatures of the deep with a dolphin and whale watching tour.

Use Inspirock's suggestions to plan your Provincetown trip and find the best activities and attractions for your vacation.

Getting from Hyannis to Provincetown by car takes about 1.5 hours. Other options: drive; or take a bus. In October, plan for daily highs up to 63°F, and evening lows to 49°F. Finish your sightseeing early on the 9th (Sun) so you can travel to Oak Bluffs.

Things to do in Provincetown

Outdoors · Tours · Wildlife · Parks

Oak Bluffs

— 2 nights
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. On the 10th (Mon), enjoy the sand and surf at Katama Beach/ South Beach, enjoy the sea views from Edgartown Lighthouse, then admire the striking features of Trinity Park Tabernacle, and finally don't miss a visit to Flying Horses Carousel.

To find traveler tips, ratings, reviews, and more tourist information, use the Oak Bluffs trip builder site.

You can do a combination of taxi and ferry from Provincetown to Oak Bluffs in 3 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. Expect a daytime high around 65°F in October, and nighttime lows around 46°F. Cap off your sightseeing on the 11th (Tue) early enough to catch the ferry to Nantucket.

Things to do in Oak Bluffs

Outdoors · Parks · Beaches · Historic Sites

Side Trip

Nantucket

— 1 day
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 11th (Tue), see the interesting displays at Whaling Museum, then enjoy the sea views from Brant Point Lighthouse, and then sample the fine beverages at Cisco Brewers.

For reviews, traveler tips, ratings, and more tourist information, read Nantucket driving holiday planner.

Traveling by ferry from Oak Bluffs to Nantucket takes 2 hours. Expect a daytime high around 64°F in October, and nighttime lows around 51°F. Finish your sightseeing early on the 11th (Tue) to allow enough time to fly back home.

Things to do in Nantucket

Breweries & Distilleries · Wineries · Museums · Historic Sites

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.

Martha's Vineyard travel guide

4.3
Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.

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