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

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

Created using Inspirock Massachusetts tour planner

©
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
3
4
5
6
7
8
9
10
11
12
13
14
15
16

Hyannis

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
On the 6th (Wed), engage your brain at Sandwich Glass Museum and then see the interesting displays at Heritage Museums & Gardens.

To find photos, maps, where to stay, and other tourist information, read our Hyannis trip itinerary builder tool.

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. Traveling from Philadelphia in October, things will get little chillier in Hyannis: highs are around 64°F and lows about 48°F. Finish up your sightseeing early on the 6th (Wed) so you can go by car 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.
On the 7th (Thu), enjoy the sand and surf at 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. On the 8th (Fri), you'll have a packed day of sightseeing: see majestic marine mammals with a dolphin and whale watching tour.

To see where to stay, more things to do, other places to visit, and other tourist information, use the Provincetown trip maker tool.

Drive from Hyannis to Provincetown in 1.5 hours. Alternatively, you can drive; or take a bus. In October, daytime highs in Provincetown are 63°F, while nighttime lows are 49°F. Wrap up your sightseeing on the 8th (Fri) early enough 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. Start off your visit on the 9th (Sat): kick back and relax at Katama Beach/ South Beach, then enjoy the sea views from Edgartown Lighthouse, then admire the landmark architecture of Trinity Park Tabernacle, and finally don't miss a visit to Flying Horses Carousel.

For more things to do, where to stay, other places to visit, and more tourist information, you can read our Oak Bluffs trip planner.

You can do a combination of taxi and ferry from Provincetown to Oak Bluffs in 3 hours. Alternatively, you can 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. Finish up your sightseeing early on the 10th (Sun) so you can catch the ferry to Nantucket.

Things to do in Oak Bluffs

Outdoors · Beaches · Parks · 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 10th (Sun): see the interesting displays at Whaling Museum, then don't miss a visit to Brant Point Lighthouse, and then brush up on your knowledge of spirits at Cisco Brewers.

For reviews, more things to do, photos, and more tourist information, go to the Nantucket trip planning website.

You can ride a ferry from Oak Bluffs to Nantucket in 2 hours. In October, plan for daily highs up to 64°F, and evening lows to 51°F. Wrap up your sightseeing on the 10th (Sun) to allow time to fly back home.

Things to do in Nantucket

Museums · Wineries · Breweries & Distilleries · 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.

Source