25 days in New England Itinerary

25 days in New England Itinerary

Created using Inspirock New England attractions planner
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Make it your trip
Fly
1
Newport
— 4 nights
Fly
2
Provincetown
— 4 nights
Drive
3
Falmouth
— 4 nights
Fly
4
Bar Harbor, Mount Desert Island
— 5 nights
Drive
5
Boothbay Harbor
— 4 nights
Drive
6
Ogunquit
— 3 nights
Bus to Boston, Fly to Jacksonville

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Newport — 4 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
You'll get in some beach time at Misquamicut State Beach and Roger W. Wheeler State Beach. Kids will appreciate attractions like Boat Tours & Water Sports and Cliff Walk. Change things up with these side-trips from Newport: Narragansett (Scarborough State Beaches (North and South) & Narragansett Beach), East Matunuck State Beach (in South Kingstown) and Charlestown (East Beach & Charlestown Town Beach). There's lots more to do: examine the collection at The Breakers, kick back and relax at King Park, admire the striking features of Marble House, and take a memorable drive along Ocean Drive Historic District.

To find other places to visit, ratings, and more tourist information, refer to the Newport journey planning app.

Jacksonville to Newport is an approximately 5-hour flight. You can also drive; or do a combination of train and bus. Traveling from Jacksonville in July, expect Newport to be little chillier, temps between 80°F and 66°F. Wrap up your sightseeing on the 5th (Tue) early enough to fly to Provincetown.
Outdoors · Parks · Beaches · Historic Sites
Side Trips

Provincetown — 4 nights

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.
Attractions like Marconi Beach and Race Point Beach make great kid-friendly stops. You'll get in some beach time at Nauset Beach and Coast Guard Beach. When in Provincetown, make a side trip to see Nauset Light Beach in Eastham, approximately Eastham away. And it doesn't end there: enjoy the sand and surf at Cape Cod National Seashore, appreciate the history behind Pilgrim Monument & Provincetown Museum, ponder the world of politics at Provincetown Town Hall, and take in the waterfront at MacMillan Wharf.

To find reviews, ratings, and tourist information, go to the Provincetown trip planner.

You can fly from Newport to Provincetown in 2 hours. Other options are to drive; or do a combination of bus and ferry. In July, plan for daily highs up to 79°F, and evening lows to 64°F. Finish your sightseeing early on the 9th (Sat) so you can drive to Falmouth.
Outdoors · Beaches · Parks · Nature
Side Trips

Falmouth — 4 nights

Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. You'll enjoy a bit of beach vacationing at Old Silver Beach and Corporation Beach. Kids will appreciate attractions like Shining Sea Bikeway and Chatham Lighthouse Beach. Change things up with these side-trips from Falmouth: Heritage Museums & Gardens (in Sandwich), Hyannis Whale Watcher Cruises (in Barnstable) and Gray's Beach (in Yarmouth Port). Next up on the itinerary: get curious at Chatham Marconi Maritime Center, kick back and relax at Craigville Beach, admire the masterpieces at Atwood Museum, and take an in-depth tour of Sandwich Glass Museum.

To plan Falmouth vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by car from Provincetown to Falmouth takes 2 hours. Alternatively, you can take a bus. July in Falmouth sees daily highs of 80°F and lows of 64°F at night. Finish up your sightseeing early on the 13th (Wed) so you can catch the flight to Bar Harbor.
Outdoors · Parks · Beaches · Trails
Side Trips

Bar Harbor, Mount Desert Island — 5 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. We've included these beaches for you: Sand Beach and Little Hunters Beach. Kids will enjoy Boat Tours & Water Sports and Schoodic Peninsula. Go for a jaunt from Bar Harbor to Winter Harbor to see Schoodic Point about 46 minutes away. There's still lots to do: take your sightseeing to a higher altitude at Cadillac Mountain, explore the activities along Frenchman Bay, make a trip to Land Bridge to Bar Island, and stroll through Shore Path.

To find reviews, photos, other places to visit, and other tourist information, refer to the Bar Harbor trip itinerary planning app.

Fly from Falmouth to Bar Harbor in 3 hours. Alternatively, you can drive; or take a bus. Traveling from Falmouth in July, expect Bar Harbor to be a bit cooler, temps between 75°F and 58°F. Finish your sightseeing early on the 18th (Mon) so you can drive to Boothbay Harbor.
Parks · Outdoors · Nature · Trails
Side Trips

Boothbay Harbor — 4 nights

Boothbay Harbor is a town in Lincoln County, Maine, United States. Bring the kids along to Cap'n Fish's Cruises and Reid State Park. You'll enjoy a bit of beach vacationing at Popham Beach State Park and Pitcher Pond. You'll find plenty of places to visit near Boothbay Harbor: Swan Island Wildlife Management Area (in Richmond), Todd Audubon Sanctuary at Hog Island (in Bremen) and Mount Battie (in Camden). There's much more to do: head off the coast to Cabbage Island, hike along Devil’s Back Trail, and visit a coastal fixture at Burnt Island Lighthouse.

To see traveler tips, reviews, photos, and tourist information, read Boothbay Harbor trip itinerary builder site.

Getting from Bar Harbor to Boothbay Harbor by car takes about 3 hours. Other options: do a combination of bus and taxi. In July, daytime highs in Boothbay Harbor are 79°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 22nd (Fri) early enough to drive to Ogunquit.
Parks · Outdoors · Nature · Wildlife
Side Trips

Ogunquit — 3 nights

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
You'll enjoy a bit of beach vacationing at Ogunquit Beach and Long Sands Beach. You'll visit kid-friendly attractions like Marginal Way Walkway and Footbridge Beach. Get out of town with these interesting Ogunquit side-trips: Old Orchard Beach (in Old Orchard Beach) and Portland Head Light (in Cape Elizabeth). There's still lots to do: stroll through Wells Beach, take an in-depth tour of Portsmouth Historical Society's Discover Portsmouth Welcome Center, take in the dramatic natural features at Perkins Cove, and head outdoors with Outdoor Activities.

To see more things to do, photos, maps, and tourist information, you can read our Ogunquit travel planner.

Traveling by car from Boothbay Harbor to Ogunquit takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. In July in Ogunquit, expect temperatures between 81°F during the day and 58°F at night. Wrap up your sightseeing on the 25th (Mon) early enough to travel back home.
Parks · Outdoors · Beaches · Historic Sites
Side Trips