9 days in Gloucester Itinerary

9 days in Gloucester Itinerary

Created using Inspirock Gloucester itinerary planner
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1
Gloucester
— 7 nights
Drive to Logan International Airport, Fly to Riyadh

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Gloucester — 7 nights

Sandy Bay

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
You'll visit kid-friendly attractions like 7 Seas Whale Watch and Pilgrim Monument & Provincetown Museum. Explore Gloucester's surroundings by going to Provincetown (Herring Cove Beach, Race Point Beach, &more), Salem (Peabody Essex Museum, Pickering Wharf, &more) and Concord (Louisa May Alcott's Orchard House, Walden Pond State Reservation, &more). Next up on the itinerary: examine the collection at Salem Witch Museum, get a taste of the local shopping with Local Colors, appreciate the history behind Fishermen's Memorial Monument, and kick back and relax at Good Harbor Beach.

To find ratings, where to stay, and tourist information, you can read our Gloucester trip planner.

Boston to Gloucester is an approximately 1-hour car ride. You can also do a combination of train and bus; or take a bus. In May, daily temperatures in Gloucester can reach 67°F, while at night they dip to 48°F. Finish your sightseeing early on the 24th (Tue) so you can fly back home.
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Parks · Outdoors · Museums · Beaches
Side Trips