8 days in Portsmouth, Cape Cod & Boston Itinerary

8 days in Portsmouth, Cape Cod & Boston Itinerary

Created using Inspirock United States visit planner

Plan created by another user. Make it yours

Route & dates

1
Portsmouth
— 2 nights
2
Provincetown
— 2 nights
3
Boston
— 3 nights

2
nights
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Kick off your visit on the 18th (Sun): enjoy the sea views from Portsmouth Harbor Lighthouse and then don't miss a visit to Market Square. Here are some ideas for day two: stroll through Hampton Beach State Park, explore the world behind art at Currier Museum of Art, and then stroll around Prescott Park.

To see where to stay, maps, photos, and other tourist information, read our Portsmouth trip itinerary planning website.

Herndon to Portsmouth is an approximately 4.5-hour combination of car and flight. You can also drive. Traveling from Herndon in October, you will find days in Portsmouth are little chillier (°F), and nights are about the same (°F). Wrap up your sightseeing by early afternoon on the 20th (Tue) to allow time for the car ride to Provincetown.

Things to do in Portsmouth

Parks Museums Outdoors

Side Trips

Hampton Beach State Park, When Pigs Fly Company Store, Portsmouth Harbor Lighthouse, Currier Museum of Art
Highlights from your plan
Hampton Beach State Park ©
Hampton Beach State Park
Currier Museum of Art
Currier Museum of Art
Portsmouth Harbor Lighthouse ©
Portsmouth Harbor Lighthouse

2
nights
Provincetown

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.
Start off your visit on the 20th (Tue): kick back and relax at Herring Cove Beach. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Race Point Beach, explore the activities along Provincetown Waterfront Memorial Park, thenpause for some photo ops at Pilgrim Monument & Provincetown Museum, thentake a leisurely stroll along MacMillan Wharf, and finally see majestic marine mammals with a dolphin and whale watching tour.

For ratings, maps, where to stay, and other tourist information, go to the Provincetown online trip itinerary maker.

Traveling by car from Portsmouth to Provincetown takes 3.5 hours. Alternatively, you can fly; or do a combination of bus and ferry. In October, daily temperatures in Provincetown can reach °F, while at night they dip to °F. On the 22nd (Thu), wrap the sightseeing up by early afternoon so you can ride a ferry to Boston.

Things to do in Provincetown

Outdoors Parks Beaches
Highlights from your plan
Race Point Beach ©
Race Point Beach
Pilgrim Monument & Provincetown Museum ©
Pilgrim Monument & Provincetown Museum
Herring Cove Beach ©
Herring Cove Beach

3
nights
Boston

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.
Boston is known for historic sites, museums, and parks. Your plan includes some of its best attractions: admire the masterpieces at Museum of Fine Arts, stroll the grounds of Granary Burying Ground, wander the streets of North End, and get engrossed in the history at Boston Tea Party Ships & Museum.

To find ratings, photos, traveler tips, and tourist information, you can read our Boston trip tool.

You can ride a ferry from Provincetown to Boston in 2.5 hours. Alternatively, you can do a combination of ; or drive. Expect a daytime high around °F in October, and nighttime lows around °F. You will leave for home on the 25th (Sun).

Things to do in Boston

Museums Historic Sites Parks
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

Similar Plans

10 days in Boston BY A USER FROM UNITED STATES October, kids, culture, outdoors, romantic, beaches, historic sites, museums, wildlife, popular & hidden gems Preferences: October, kids, culture, outdoors, romantic, beaches, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Medium 10 days in United States BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife, popular & hidden gems Preferences: August, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 11 days in Caitlin's 30th Birthday in Maine BY VISIT THE USA August, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife, popular & hidden gems Preferences: August, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 10 days in United States BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, beaches, shopping, wildlife, slow & easy, hidden gems Preferences: October, culture, outdoors, relaxing, beaches, shopping, wildlife Attraction style: Hidden gems Pace: Slow & easy 10 days in New York City, Boston & Ludlow BY A USER FROM UNITED STATES December, culture, outdoors, relaxing, romantic, historic sites, museums, fast-paced, popular sights Preferences: December, culture, outdoors, relaxing, romantic, historic sites, museums Attraction style: Popular sights Pace: Fast-paced 15 days in Philadelphia, Boston & New York City BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 10 days in New York City, Ludlow & Boston BY A USER FROM UNITED STATES December, culture, relaxing, romantic, historic sites, museums, fast-paced, popular sights Preferences: December, culture, relaxing, romantic, historic sites, museums Attraction style: Popular sights Pace: Fast-paced 33 days in United States BY A USER FROM ICELAND August, teens, kids, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: August, teens, kids, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 9 days in New England BY A USER FROM UNITED STATES August, outdoors, romantic, beaches, historic sites, shopping, popular sights Preferences: August, outdoors, romantic, beaches, historic sites, shopping Attraction style: Popular sights Pace: Medium 10 days in United States BY A USER FROM UNITED STATES December, culture, outdoors, historic sites, museums, fast-paced, popular sights Preferences: December, culture, outdoors, historic sites, museums Attraction style: Popular sights Pace: Fast-paced
See more plans