8 days in Boston & Newport Itinerary

Created using Klarna Trips United States trip itinerary planner
Make it your trip
Fly
1
Boston
— 4 nights
Drive
2
Newport
— 3 nights
Drive

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Boston — 4 nights

Beantown

Step out of Boston with an excursion to 7 Seas Whale Watch in Gloucester--about 46 minutes away. There's lots more to do: admire the natural beauty at Boston Public Garden, browse the different shops at Faneuil Hall Marketplace, browse the exhibits of Boston Tea Party Ships & Museum, and get to know the fascinating history of Freedom Trail.

For other places to visit, where to stay, photos, and tourist information, read Boston day trip planning site.

Jacksonville to Boston is an approximately 4.5-hour flight. You can also drive; or take a train. In May, Boston is a bit cooler than Jacksonville - with highs of 67°F and lows of 50°F. On the 14th (Sun), you'll have the morning to explore before heading off to Newport.
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Museums · Wildlife · Tours · Outdoors
Side Trip
Find places to stay May 10 — 14:

Newport — 3 nights

City by the Sea

Explore the numerous day-trip ideas around Newport: Provincetown (Commercial Street, Pilgrim Monument & Provincetown Museum, &more). There's still lots to do: see the interesting displays at The Breakers, head outdoors with Outdoor Activities, tour in style with a train tour, and learn the secrets of beer at Rhode Island Red Food Tours.

To find photos, reviews, more things to do, and more tourist information, read our Newport trip planner.

Drive from Boston to Newport in 2 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. May in Newport sees daily highs of 65°F and lows of 49°F at night. Finish up your sightseeing early on the 17th (Wed) so you can go by car back home.
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Museums · Tours · Outdoors · Parks
Side Trip
Find places to stay May 14 — 17: