22 days in New England Itinerary

Created using Klarna Trips New England trip maker
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Train to London Heathrow, Fly to Boston
1
Boston
— 2 nights
Drive
2
Sandwich
— 2 nights
Drive
3
Provincetown
— 2 nights
Taxi to Hyannis, MA, Ferry to Nantucket
4
Nantucket
— 2 nights
Ferry to Oak Bluffs, Martha's Vineyard, MA, Bus to Edgartown
5
Edgartown, Martha's Vineyard
— 1 night
Ferry to New Bedford, MA, Taxi to Newport
6
Newport
— 3 nights
Drive
7
Bar Harbor, Mount Desert Island
— 2 nights
Drive
8
Rockland
— 2 nights
Drive
9
Portland
— 4 nights
Bus to Boston, Fly to Cardiff

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Boston — 2 nights

Beantown

Explore hidden gems such as Granary Burying Ground and Massachusetts State House. Step out of Boston with an excursion to Dolphin & Whale Watching in Gloucester--about 46 minutes away. There's lots more to do: take in nature's colorful creations at Boston Public Garden, wander the streets of North End, pause for some photo ops at New England Holocaust Memorial, and appreciate the extensive heritage of Freedom Trail.

For more things to do, where to stay, ratings, and tourist information, refer to the Boston travel route builder app.

Cardiff, UK to Boston is an approximately 12-hour combination of train and flight. The time zone difference when traveling from Cardiff to Boston is minus 5 hours. Expect somewhat warmer temperatures when traveling from Cardiff in September; daily highs in Boston reach 28°C and lows reach 17°C. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Sandwich.
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Museums · Parks · Wildlife · Outdoors
Side Trip
Find places to stay Sep 11 — 13:
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Sandwich — 2 nights

On the 14th (Thu), pause for some photo ops at Plymouth Rock, get engrossed in the history at Plimoth Patuxet Museums, take in nature's colorful creations at Highfield Hall & Gardens, then get curious at Sandwich Glass Museum, and finally examine the collection at Heritage Museums & Gardens. Get ready for a full day of sightseeing on the 15th (Fri): see majestic marine mammals with Hyannis Whale Watcher Cruises, pause for some photo ops at John F. Kennedy Memorial, and then explore the landscape on two wheels at Shining Sea Bikeway.

To see other places to visit, more things to do, and tourist information, use the Sandwich online trip itinerary builder.

Traveling by car from Boston to Sandwich takes 1.5 hours. Alternatively, you can take a bus. In September, daytime highs in Sandwich are 26°C, while nighttime lows are 15°C. Wrap up your sightseeing on the 15th (Fri) to allow time to drive to Provincetown.
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Museums · Outdoors · Wildlife · Tours
Side Trips
Find places to stay Sep 13 — 15:
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Provincetown — 2 nights

Birthplace of American Liberty

Kick off your visit on the 16th (Sat): tour the pleasant surroundings at Marconi Beach, enjoy the sea views from Nauset Lighthouse, enjoy the sand and surf at Nauset Light Beach, then get a dose of the wild on Art's Dune Tours, and finally examine the collection at Pilgrim Monument & Provincetown Museum. On the 17th (Sun), you'll have a packed day of sightseeing: kick back and relax at Coast Guard Beach, enjoy the sand and surf at Nauset Beach, take in the waterfront at Chatham Pier and Fish Market, then take an in-depth tour of Salt Pond Visitor Center, and finally take a leisurely stroll along MacMillan Wharf.

For reviews, ratings, where to stay, and more tourist information, use the Provincetown driving holiday planning site.

Getting from Sandwich to Provincetown by car takes about 1.5 hours. Other options: drive; or take a bus. In September, daytime highs in Provincetown are 25°C, while nighttime lows are 16°C. Wrap up your sightseeing on the 17th (Sun) to allow time to travel to Nantucket.
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Outdoors · Parks · Beaches · Wildlife
Side Trips
Find places to stay Sep 15 — 17:
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Nantucket — 2 nights

Start off your visit on the 18th (Mon): kick back and relax at Siasconset Beach, visit a coastal fixture at Sankaty Head Lighthouse, then visit a coastal fixture at Great Point Light, and finally get engrossed in the history at Nantucket Shipwreck & Lifesaving Museum. Get ready for a full day of sightseeing on the next day: kick back and relax at Jetties Beach, enjoy the sand and surf at Madaket Beach, then examine the collection at Whaling Museum, and finally don't miss a visit to Brant Point Lighthouse.

To find maps, where to stay, other places to visit, and more tourist information, you can read our Nantucket day trip planner.

You can do a combination of taxi and ferry from Provincetown to Nantucket in 3 hours. Another option is to do a combination of bus and ferry. September in Nantucket sees daily highs of 25°C and lows of 17°C at night. Wrap up your sightseeing on the 19th (Tue) to allow time to travel to Edgartown.
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Parks · Outdoors · Beaches · Historic Sites
Find places to stay Sep 17 — 19:
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Edgartown, Martha's Vineyard — 1 night

Start off your visit on the 20th (Wed): kick back and relax at Katama Beach/ South Beach, make a trip to Flying Horses Carousel, take a stroll through Martha's Vineyard Camp meeting Association (MVCMA), then steep yourself in history at Trinity Park Tabernacle, and finally explore the striking landscape at Aquinnah Cliffs.

For reviews, maps, photos, and other tourist information, read Edgartown road trip tool.

Getting from Nantucket to Edgartown by combination of ferry and bus takes about 2.5 hours. Traveling from Nantucket in September, plan for slightly colder nights in Edgartown, with lows around 14°C. Cap off your sightseeing on the 20th (Wed) early enough to travel to Newport.
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Parks · Historic Sites · Outdoors · Neighborhoods
Side Trips
Find places to stay Sep 19 — 20:
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Newport — 3 nights

City by the Sea

You'll discover tucked-away gems like Rhode Island Red Food Tours and Mystic River Bascule Bridge. Venture out of the city with trips to Groton (The Submarine Force Museum & USS Nautilus). Next up on the itinerary: explore the galleries of Rough Point Museum, appreciate the extensive heritage of Cliff Walk, examine the collection at Rosecliff, and get a new perspective on things with Boat Tours & Water Sports.

To find traveler tips, more things to do, other places to visit, and more tourist information, go to the Newport road trip app.

Traveling by combination of ferry and taxi from Edgartown to Newport takes 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. Expect a daytime high around 27°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 23rd (Sat) to allow enough time to fly to Bar Harbor.
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Side Trips
Find places to stay Sep 20 — 23:
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Bar Harbor, Mount Desert Island — 2 nights

Eschew the tourist crowds and head to Precipice Trail and Land Bridge to Bar Island.

To find photos, more things to do, traveler tips, and more tourist information, read Bar Harbor trip planning website.

Fly from Newport to Bar Harbor in 3 hours. Alternatively, you can drive; or take a bus. Expect little chillier evenings in Bar Harbor when traveling from Newport in September, with lows around 13°C. Finish up your sightseeing early on the 26th (Tue) so you can go by car to Rockland.
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Parks · Outdoors · Trails · Breweries & Distilleries
Side Trips
Find places to stay Sep 23 — 26:
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Rockland — 2 nights

On the 27th (Wed), admire the majestic nature at Camden Hills State Park, visit a coastal fixture at Rockland Breakwater Light, walk around Camden Harbor Park and Amphitheatre, then take a tour by water with Boat Tours & Water Sports, and finally make a trip to Curtis Island Light. Here are some ideas for day two: explore the world behind art at Farnsworth Art Museum, see the interesting displays at Owls Head Transportation Museum, then examine the collection at Marshall Point Lighthouse Museum, and finally take in the awesome beauty at Mount Battie.

For more things to do, ratings, and tourist information, read our Rockland travel app.

Traveling by car from Bar Harbor to Rockland takes 2.5 hours. Alternatively, you can take a bus. In September in Rockland, expect temperatures between 24°C during the day and 12°C at night. Finish your sightseeing early on the 28th (Thu) so you can drive to Portland.
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Parks · Museums · Historic Sites · Nature
Side Trips
Find places to stay Sep 26 — 28:
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Portland — 4 nights

The Forest City

You'll discover tucked-away gems like Pemaquid Point Lighthouse and Ocean Ave. Explore Portland's surroundings by going to Kennebunkport (Boat Tours & Water Sports & St. Ann's Episcopal Church), Ogunquit (Footbridge Beach, Marginal Way Walkway, &more) and Maine Maritime Museum (in Bath). There's much more to do: sample the tasty concoctions at Allagash Brewing Company, take a stroll through Old Port, and explore the landscape on two wheels at Eastern Promenade Trail.

To see more things to do, other places to visit, and tourist information, use the Portland tour itinerary maker.

Getting from Rockland to Portland by car takes about 2 hours. Other options: drive; or take a bus; or do a combination of bus and train. In September in Portland, expect temperatures between 26°C during the day and 13°C at night. Cap off your sightseeing on the 2nd (Mon) early enough to travel back home.
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Outdoors · Parks · Historic Sites · Museums
Side Trips
Find places to stay Sep 28 — Oct 2:
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