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

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

Created using Inspirock United States itinerary maker

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Make it your trip
Fly
1
Edgartown
— 1 night
Bus to Marthas Vineyard Terminal, Ferry to Hyannis
2
Hyannis
— 2 nights
Drive
3
Provincetown
— 2 nights
Drive
4
Kennebunkport
— 1 night
Drive
5
Portland
— 2 nights
Bus to Logan International Airport, Fly to San Francisco

S M T W T F S
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Edgartown

— 1 night
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 23rd (Mon): enjoy the sea views from Edgartown Lighthouse, admire the landmark architecture of Trinity Park Tabernacle, then make a trip to Flying Horses Carousel, and finally tee off at Farm Neck Golf Club.

To find maps, traveler tips, more things to do, and more tourist information, use the Edgartown trip planner.

San Francisco to Edgartown is an approximately 10-hour flight. You can also do a combination of car and ferry; or do a combination of subway, train, ferry, and car. Due to the time zone difference, you'll lose 3 hours traveling from San Francisco to Edgartown. Expect a daytime high around 74°F in September, and nighttime lows around 54°F. Finish your sightseeing early on the 23rd (Mon) so you can travel to Hyannis.

Things to do in Edgartown

Golf · Outdoors · Historic Sites

Side Trip

Hyannis

— 2 nights

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 24th (Tue): deepen your understanding at Cape Cod Children's Museum, engage your brain at Sandwich Glass Museum, then see the interesting displays at Chatham Railroad Museum, and finally kick back and relax at Nauset Beach. On the 25th (Wed), you'll have a packed day of sightseeing: see the interesting displays at Heritage Museums & Gardens, grab your bike and head to Shining Sea Bikeway, and then enjoy the sand and surf at Chatham Lighthouse Beach.

To find traveler tips, where to stay, and more tourist information, read Hyannis trip maker website.

You can do a combination of bus and ferry from Edgartown to Hyannis in 2.5 hours. Alternatively, you can do a combination of car and ferry. In September, daily temperatures in Hyannis can reach 73°F, while at night they dip to 57°F. Finish up your sightseeing early on the 25th (Wed) so you can go by car to Provincetown.

Things to do in Hyannis

Parks · Outdoors · Beaches · Museums

Side Trips

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.
Start off your visit on the 26th (Thu): don't miss a visit to Commercial Street and then enjoy the sand and surf at Cape Cod National Seashore. On the 27th (Fri), you'll have a packed day of sightseeing: kick back and relax at Herring Cove Beach, browse the exhibits of Pilgrim Monument & Provincetown Museum, and then enjoy the sand and surf at Race Point Beach.

To find other places to visit, maps, reviews, and more tourist information, go to the Provincetown trip itinerary tool.

You can drive from Hyannis to Provincetown in 1.5 hours. Another option is to take a bus. September in Provincetown sees daily highs of 71°F and lows of 57°F at night. Finish your sightseeing early on the 27th (Fri) so you can drive to Kennebunkport.

Things to do in Provincetown

Beaches · Parks · Outdoors · Museums

Side Trip

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. On the 28th (Sat), look for gifts at Scalawags Pet Boutique, appreciate the extensive heritage of Marginal Way Walkway, then enjoy the sand and surf at Ogunquit Beach, and finally admire all the interesting features of Ocean Ave.

To see where to stay, other places to visit, traveler tips, and other tourist information, read our Kennebunkport trip maker site.

You can drive from Provincetown to Kennebunkport in 4.5 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of ferry, train, and bus. Traveling from Provincetown in September, expect a bit cooler with lows of 48°F in Kennebunkport. Wrap up your sightseeing on the 28th (Sat) to allow time to drive to Portland.

Things to do in Kennebunkport

Outdoors · Beaches · Parks · Scenic Drive

Side Trip

Portland

— 2 nights

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Kick off your visit on the 29th (Sun): take in the architecture and atmosphere at The Cathedral Of The Immaculate Conception, then enjoy the sea views from Portland Head Light, then see what you can catch with a fishing tour, and finally admire the masterpieces at Portland Museum of Art. On your second day here, indulge your thirst for a good beer at Allagash Brewing Company, then enjoy the sand and surf at Old Orchard Beach, and then sample the tasty concoctions at Rising Tide Brewing Company.

For traveler tips, photos, where to stay, and other tourist information, go to the Portland trip maker tool.

Getting from Kennebunkport to Portland by car takes about an hour. Other options: take a bus; or do a combination of bus and train. September in Portland sees daily highs of 73°F and lows of 52°F at night. Finish your sightseeing early on the 30th (Mon) to allow enough time to travel back home.

Things to do in Portland

Outdoors · Beaches · Parks · Wildlife

Side Trips

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.

Source

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.

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.