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

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

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Route & dates

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

Start: Boston
Drive:  1​h 30​min
1
Hyannis
— Few hours
Drive:  1​h 30​min
2
Provincetown
— 2 nights
Drive:  2​h 30​min
3
Oak Bluffs
— 2 nights
Drive:  1​h 30​min
4
Nantucket
— 1 day
ferry + Drive:  2​h 30​min
End: Boston

few
hours
Hyannis

Hyannis ©
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Start off your visit on the 15th (Tue): get curious at Sandwich Glass Museum and then examine the collection at Heritage Museums & Gardens.

To see ratings and other tourist information, refer to the Hyannis online attractions planner .

Philadelphia to Hyannis is an approximately 5.5-hour combination of flight and bus. You can also drive; or do a combination of train and bus. Traveling from Philadelphia in October, things will get slightly colder in Hyannis: highs are around 64°F and lows about 48°F. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Provincetown.

Things to do in Hyannis

Museums Childrens Museums

Side Trip

Sandwich
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum

2
nights
Provincetown

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 16th (Wed): tour the pleasant surroundings at Race Point Beach, pause for some photo ops at Pilgrim Monument & Provincetown Museum, then browse the collection at Provincetown Library, and finally make a trip to Commercial Street. Get ready for a full day of sightseeing on the 17th (Thu): get up close to creatures of the deep with a dolphin and whale watching tour.

To find more things to do, ratings, and more tourist information, read our Provincetown online trip itinerary planner .

You can drive from Hyannis to Provincetown in 1.5 hours. Another option is to take a bus. October in Provincetown sees daily highs of 63°F and lows of 49°F at night. Cap off your sightseeing on the 17th (Thu) early enough to go by car to Oak Bluffs.

Things to do in Provincetown

Outdoors Wildlife Tours
Highlights from your plan
Dolphin & Whale Watching
Race Point Beach ©
Race Point Beach
Provincetown Library ©
Provincetown Library

2
nights
Oak Bluffs

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 18th (Fri): 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.

For reviews, ratings, traveler tips, and tourist information, refer to the Oak Bluffs itinerary maker site .

Traveling by car from Provincetown to Oak Bluffs takes 3 hours. October in Oak Bluffs sees daily highs of 65°F and lows of 46°F at night. Cap off your sightseeing on the 19th (Sat) early enough to go by car to Nantucket.

Things to do in Oak Bluffs

Parks Outdoors Beaches

Side Trip

Edgartown
Highlights from your plan
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Trinity Park Tabernacle ©
Trinity Park Tabernacle
Edgartown Lighthouse ©
Edgartown Lighthouse

1
day
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 19th (Sat), see the interesting displays at Whaling Museum, then visit a coastal fixture at Brant Point Lighthouse, and then learn about winemaking at Cisco Brewers.

To see photos, where to stay, and tourist information, use the Nantucket trip builder website .

Drive from Oak Bluffs to Nantucket in 2.5 hours. In October, daytime highs in Nantucket are 64°F, while nighttime lows are 51°F. Finish your sightseeing early on the 19th (Sat) so you can travel back home.

Things to do in Nantucket

Wineries Museums Breweries & Distilleries
Highlights from your plan
Cisco Brewers ©
Cisco Brewers
Whaling Museum ©
Whaling Museum
Brant Point Lighthouse ©
Brant Point Lighthouse

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