12 days in New England Itinerary

Created using Klarna Trips New England trip itinerary maker
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Fly
1
Eastham
— 2 nights
Taxi to Hyannis, MA, Ferry to Nantucket
2
Nantucket
— 1 night
Fly
3
Bar Harbor, Mount Desert Island
— 4 nights
Drive
4
Rockland
— 2 nights
Drive
5
Portland
— 2 nights
Fly

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Eastham — 2 nights

Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Eschew the tourist crowds and head to Nauset Lighthouse and Coast Guard Beach. Get outdoors at Mass Audubon Wellfleet Bay Wildlife Sanctuary and Marconi Beach. Spend the 25th (Wed) exploring nature at Cape Cod National Seashore. And it doesn't end there: see what you can catch with a fishing tour, enjoy the sand and surf at Nauset Beach, stroll through Chatham Lighthouse Beach, and contemplate the long history of Captain Penniman House.

For more things to do, photos, reviews, and more tourist information, read Eastham day trip planner.

Atlanta to Eastham is an approximately 6-hour flight. You can also drive; or do a combination of bus and train. Expect a bit cooler temperatures when traveling from Atlanta in January; daily highs in Eastham reach 38°F and lows reach 26°F. Finish your sightseeing early on the 27th (Fri) to allow enough time to travel to Nantucket.
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Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Jan 25 — 27:

Nantucket — 1 night

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 28th (Sat), visit a coastal fixture at Sankaty Head Lighthouse, then brush up on your knowledge of spirits at Cisco Brewers, and then enjoy the sand and surf at Madaket Beach.

Plan my trip to Nantucket with suggested itineraries provided by Klarna Trips.

Traveling by combination of taxi and ferry from Eastham to Nantucket takes 2.5 hours. Alternatively, you can do a combination of bus and ferry. In January, plan for daily highs up to 40°F, and evening lows to 28°F. Cap off your sightseeing on the 28th (Sat) early enough to catch the flight to Bar Harbor.
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Wineries · Breweries & Distilleries · Parks · Historic Sites
Find places to stay Jan 27 — 28:

Bar Harbor, Mount Desert Island — 4 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Step out of the city life by going to Kayaking & Canoeing and Photography Tours. You'll discover tucked-away gems like Frenchman Bay and Carriage Roads. There's much more to do: kick back and relax at Sand Beach, tour the pleasant surroundings at Precipice Trail, take in the dramatic natural features at Otter Cliff, and trek along Gorham Mountain Trail.

To see other places to visit, photos, more things to do, and more tourist information, read our Bar Harbor route website.

Traveling by flight from Nantucket to Bar Harbor takes 5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Plan for a bit cooler temperatures traveling from Nantucket in January, with highs in Bar Harbor at 31°F and lows at 15°F. Wrap up your sightseeing on the 1st (Wed) to allow time to drive to Rockland.
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Parks · Outdoors · Trails · Nature
Side Trip
Find places to stay Jan 28 — Feb 1:

Rockland — 2 nights

Rockland is a city in Knox County, Maine, in the United States. Kick off your visit on the 2nd (Thu): enjoy the sea views from Owls Head Lighthouse, then explore the galleries of Maine Lighthouse Museum, and then explore the world behind art at Farnsworth Art Museum. Get ready for a full day of sightseeing on the 3rd (Fri): get outside with Outdoor Activities, then visit a coastal fixture at Rockland Breakwater Light, and then immerse yourself in nature at Camden Hills State Park.

To see reviews, other places to visit, and more tourist information, you can read our Rockland online day trip planner.

Drive from Bar Harbor to Rockland in 2.5 hours. Alternatively, you can take a bus. Expect a daytime high around 33°F in February, and nighttime lows around 16°F. Wrap up your sightseeing on the 3rd (Fri) early enough to drive to Portland.
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Historic Sites · Museums · Nature · Parks
Side Trips
Find places to stay Feb 1 — 3:

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.
Start off your visit on the 4th (Sat): hike along Eastern Promenade Trail, cast your line with a fishing tour, and then revel in the low prices at L.L. Bean Factory Store. Get ready for a full day of sightseeing on the 5th (Sun): kick back and relax at Wells Beach, look for all kinds of wild species at Rachel Carson National Wildlife Refuge, and then take in the architecture and atmosphere at St. Ann's Episcopal Church.

For ratings, more things to do, where to stay, and other tourist information, you can read our Portland tour itinerary planner.

Getting from Rockland to Portland by car takes about 2 hours. Other options: take a bus; or do a combination of bus and train. Expect a daytime high around 35°F in February, and nighttime lows around 16°F. Wrap up your sightseeing on the 5th (Sun) to allow time to fly back home.
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Parks · Outdoors · Wildlife · Trails
Side Trips
Find places to stay Feb 3 — 5: