9 days in Cape Cod, Martha's Vineyard & Boston Itinerary

9 days in Cape Cod, Martha's Vineyard & Boston Itinerary

Created using Inspirock Massachusetts attractions planner

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Route & dates

9 days in Cape Cod, Martha's Vineyard & Boston Itinerary

Start: London
Fly:  8​h 30​min
1
Provincetown
— 1 night
Drive:  2​h
2
Oak Bluffs
— 3 nights
Drive:  1​h
3
Sandwich
— 1 night
bus:  1​h
4
Boston
— 2 nights
Fly:  10​h 15​min
End: London

1
night
Provincetown

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 6th (Fri): take in the exciting artwork at Charles-Baltivik Gallery and Sculpture Garden and then get up close to creatures of the deep with a dolphin and whale watching tour. Get ready for a full day of sightseeing on the next day: kick back and relax at Herring Cove Beach, appreciate the history behind Pilgrim Monument & Provincetown Museum, and then enjoy the sand and surf at Race Point Beach.

To see photos, ratings, more things to do, and tourist information, use the Provincetown trip planner .

London, UK to Provincetown is an approximately 8.5-hour flight. The time zone difference when traveling from London to Provincetown is minus 5 hours. Traveling from London in September, plan for somewhat warmer nights in Provincetown, with lows around 16°C. Wrap up your sightseeing on the 7th (Sat) to allow time to travel to Oak Bluffs.

Things to do in Provincetown

Outdoors Beaches Parks
Highlights from your plan
Herring Cove Beach ©
Herring Cove Beach
Dolphin & Whale Watching
Race Point Beach ©
Race Point Beach

3
nights
Oak Bluffs

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Eschew the tourist crowds and head to Norton Point Beach and Bend in the Road Beach. Do some cultural sightseeing at Gay Head Lighthouse and Martha's Vineyard Camp meeting Association (MVCMA). Venture out of the city with trips to Menemsha Public Beach (in Menemsha) and Menemsha Hills (in Chilmark). There's lots more to do: enjoy the sand and surf at Katama Beach/ South Beach, visit a coastal fixture at Edgartown Lighthouse, explore and take pictures at Aquinnah Cliffs, and pause for some serene contemplation at St. Elizabeth Catholic Church.

Plan my day in Oak Bluffs using traveler tips and tourist information provided by Inspirock.

Traveling by combination of car and ferry from Provincetown to Oak Bluffs takes 2 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of flight and bus. September in Oak Bluffs sees daily highs of 27°C and lows of 14°C at night. Cap off your sightseeing on the 10th (Tue) early enough to travel to Sandwich.

Things to do in Oak Bluffs

Parks Beaches Outdoors

Side Trips

Edgartown, Aquinnah, Menemsha Public Beach, Menemsha Hills
Highlights from your plan
Menemsha Public Beach ©
Menemsha Public Beach
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Gay Head Lighthouse ©
Gay Head Lighthouse

1
night
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 11th (Wed): get engrossed in the history at Plimoth Plantation, then examine the collection at Heritage Museums & Gardens, and then grab your bike and head to Shining Sea Bikeway.

To find maps, traveler tips, photos, and other tourist information, use the Sandwich day trip app .

Traveling by combination of ferry and taxi from Oak Bluffs to Sandwich takes an hour. In September, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 11th (Wed) to allow enough time to take a bus to Boston.

Things to do in Sandwich

Museums Trails Outdoors

Side Trips

Plimoth Plantation, Shining Sea Bikeway
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Plimoth Plantation ©
Plimoth Plantation

2
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Start off your visit on the 12th (Thu): hunt for treasures at Quincy Market, take in the spiritual surroundings of Old North Church & Historic Site, then take a stroll through Newbury Street, and finally wander the streets of Beacon Hill. Here are some ideas for day two: explore the different monuments and memorials at Granary Burying Ground, then browse the exhibits of The House of the Seven Gables, then examine the collection at Peabody Essex Museum, and finally look for gifts at Magika - Chapel of Archangel Michael.

For other places to visit, ratings, traveler tips, and more tourist information, use the Boston day trip planning tool .

Traveling by bus from Sandwich to Boston takes an hour. Alternatively, you can drive. In September, plan for daily highs up to 28°C, and evening lows to 17°C. Finish up your sightseeing early on the 13th (Fri) so you can travel back home.

Things to do in Boston

Museums Neighborhoods Shopping

Side Trip

Salem
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Magika - Chapel of Archangel Michael ©
Old North Church & Historic Site ©
Old North Church & Historic Site

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