14 days in New England Itinerary

With coastline on the west, south, and east, Newport is a maritime city with a rich history.

Start off your visit on the 13th (Sun): tour the old-fashioned way with a train tour, see the interesting displays at The Breakers, and then hike along Cliff Walk. On the 14th (Mon), you'll have a packed day of sightseeing: take a memorable drive along Ocean Drive Historic District, then get a new perspective on things with Boat Tours & Water Sports, and then browse the exhibits of Lizzie Borden House.

To see where to stay, photos, ratings, and tourist information, go to the Newport day trip planner.

Washington DC to Newport is an approximately 5-hour flight. You can also drive; or do a combination of train and bus. Traveling from Washington DC in June, things will get a bit cooler in Newport: highs are around 73°F and lows about 58°F. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Sandwich.

Sandwich is a town in Barnstable County, Massachusetts, United States. Kick off your visit on the 15th (Tue): appreciate the history behind Plymouth Rock, browse the exhibits of Highfield Hall & Gardens, then engage your brain at Sandwich Glass Museum, then see the interesting displays at Heritage Museums & Gardens, and finally explore the activities along Cape Cod Canal. On your second day here, get up close to creatures of the deep with Hyannis Whale Watcher Cruises, steep yourself in history at Hoxie House, and then explore the landscape on two wheels at Shining Sea Bikeway.

To find other places to visit, more things to do, photos, and tourist information, go to the Sandwich road trip app.

Getting from Newport to Sandwich by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In June, daily temperatures in Sandwich can reach 73°F, while at night they dip to 55°F. Cap off your sightseeing on the 16th (Wed) early enough to go by car to 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.

Explore the numerous day-trip ideas around Provincetown: Eastham (Salt Pond Visitor Center & Nauset Light Beach). And it doesn't end there: appreciate the history behind Pilgrim Monument & Provincetown Museum, ponder the world of politics at Provincetown Town Hall, take in the waterfront at MacMillan Wharf, and admire the masterpieces at Provincetown Art Association and Museum.

To see ratings, maps, reviews, and more tourist information, read our Provincetown day trip planner.

Getting from Sandwich to Provincetown by car takes about 1.5 hours. Other options: take a bus. June in Provincetown sees daily highs of 72°F and lows of 56°F at night. Wrap up your sightseeing on the 19th (Sat) early enough to travel to Bar Harbor.

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 20th (Sun): tour the pleasant surroundings at Champlain Mountain & Beehive Loop Trail, then look for all kinds of wild species at Shore Path, and then take a tour by water with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the 21st (Mon): see the interesting displays at The Seal Cove Auto Museum, grab your bike and head to Carriage Roads, and then take in the awesome beauty at Cadillac Mountain.

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

You can fly from Provincetown to Bar Harbor in 6 hours. Other options are to drive; or do a combination of ferry and bus. In June, daily temperatures in Bar Harbor can reach 68°F, while at night they dip to 52°F. Finish up your sightseeing early on the 21st (Mon) so you can go by car to Ogunquit.

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.

Kick off your visit on the 22nd (Tue): get a new perspective on things with Boat Tours & Water Sports, then explore the striking landscape at Perkins Cove, and then get to know the fascinating history of Marginal Way Walkway.

For photos, ratings, and more tourist information, read Ogunquit day trip planner.

You can drive from Bar Harbor to Ogunquit in 4 hours. Other options are to do a combination of flight and bus; or do a combination of bus, train, and taxi. When traveling from Bar Harbor in June, plan for somewhat warmer days and about the same nights in Ogunquit: temperatures range from 75°F by day to 52°F at night. Finish up your sightseeing early on the 22nd (Tue) so you can go by car to 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.

Take a break from Boston with a short trip to Dolphin & Whale Watching in Gloucester, about 50 minutes away. There's still lots to do: explore the world behind art at Museum of Fine Arts, buy something for everyone on your list at Faneuil Hall Marketplace, admire the natural beauty at Boston Public Garden, and stop by North End.

For other places to visit, photos, where to stay, and more tourist information, refer to the Boston itinerary site.

You can drive from Ogunquit to Boston in 1.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Ogunquit in June, expect somewhat warmer with lows of 60°F in Boston. Cap off your sightseeing on the 26th (Sat) early enough to travel back home.