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

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

Created using Inspirock Massachusetts travel route maker

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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 to New York JFK, Train to Philadelphia

S M T W T F S
26
27
28
29
30
1
2

Hyannis

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
On the 27th (Mon), examine the collection at Sandwich Glass Museum and then examine the collection at Heritage Museums & Gardens.

To find ratings, other places to visit, more things to do, and tourist information, use the Hyannis driving holiday planner.

Philadelphia to Hyannis is an approximately 6.5-hour car ride. You can also do a combination of train and flight; or fly; or drive. Traveling from Philadelphia in September, things will get little chillier in Hyannis: highs are around 73°F and lows about 57°F. Wrap up your sightseeing on the 27th (Mon) to allow time 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 28th (Tue): stroll through Race Point Beach, browse the exhibits of Pilgrim Monument & Provincetown Museum, then get lost in a book at Provincetown Library, and finally make a trip to Commercial Street. Here are some ideas for day two: get up close to creatures of the deep with a dolphin and whale watching tour.

To see reviews, photos, maps, and more tourist information, read our Provincetown online trip builder.

Traveling by car from Hyannis to Provincetown takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 71°F in September, and nighttime lows around 57°F. Finish your sightseeing early on the 29th (Wed) to allow enough time to travel to Oak Bluffs.

Things to do in Provincetown

Outdoors · Tours · Wildlife · Beaches

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 30th (Thu), tour the pleasant surroundings at Katama Beach/ South Beach, enjoy the sea views from Edgartown Lighthouse, then steep yourself in history at Trinity Park Tabernacle, and finally make a trip to Flying Horses Carousel.

To see photos, traveler tips, ratings, and more tourist information, go to the Oak Bluffs holiday website.

Traveling by combination of taxi and ferry from Provincetown to Oak Bluffs takes 3 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. In September, daytime highs in Oak Bluffs are 74°F, while nighttime lows are 54°F. Wrap up your sightseeing on the 1st (Fri) to allow time to ride a ferry to Nantucket.

Things to do in Oak Bluffs

Beaches · Parks · Outdoors · 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. Kick off your visit on the 1st (Fri): examine the collection at Whaling Museum, then visit a coastal fixture at Brant Point Lighthouse, and then sample the fine beverages at Cisco Brewers.

For traveler tips, maps, photos, and other tourist information, you can read our Nantucket road trip planner.

You can ride a ferry from Oak Bluffs to Nantucket in 2 hours. In October in Nantucket, expect temperatures between 64°F during the day and 51°F at night. Cap off your sightseeing on the 1st (Fri) early enough to travel 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

4.4
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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