8 days in New England Itinerary

8 days in New England Itinerary

Created using Inspirock New England journey planner

Make it your trip
Fly
1
Portland
— 1 day
Drive
2
Boston
— 3 nights
Drive
3
Aquinnah, Martha's Vineyard
— 1 night
Unknown
4
Nantucket
— 1 night
Ferry to Ocean Street Terminal, Hyannis, MA, Drive to Newport
5
Newport
— 2 nights
Fly

S M T W T F S
25
26
27
28
29
30
1
2
3
4
5
6
7
8

Portland

— 1 day

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
On the 1st (Sat), enjoy the sea views from Spring Point Ledge Lighthouse and then learn insider's secrets on The Maine Brew Bus.

To find photos, maps, and other tourist information, read our Portland route planning website.

Atlanta to Portland is an approximately 4.5-hour flight. You can also drive; or take a bus. Traveling from Atlanta in May, things will get a bit cooler in Portland: highs are around 64°F and lows about 45°F. Wrap up your sightseeing on the 1st (Sat) early enough to drive to Boston.

Things to do in Portland

Tours · Breweries & Distilleries · Wineries · Historic Sites

Side Trip

Boston

— 3 nights

Beantown

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.
Explore hidden gems such as Mount Auburn Cemetery and Strawbery Banke Museum. Do some cultural sightseeing at Marginal Way Walkway and Massachusetts State House. The adventure continues: admire the masterpieces at Museum of Fine Arts, take in the spiritual surroundings of Trinity Church, stroll the grounds of Granary Burying Ground, and get a sense of history and politics at Old State House.

To find photos, other places to visit, where to stay, and other tourist information, use the Boston route website.

Getting from Portland to Boston by car takes about 2 hours. Other options: take a bus; or take a train. May in Boston sees daily highs of 67°F and lows of 50°F at night. Cap off your sightseeing on the 4th (Tue) early enough to travel to Aquinnah.

Things to do in Boston

Historic Sites · Museums · Parks · Neighborhoods

Side Trips

Aquinnah, Martha's Vineyard

— 1 night
Aquinnah is a town located on the island of Martha's Vineyard in Massachusetts. Kick off your visit on the 5th (Wed): take in the dramatic natural features at Aquinnah Cliffs, then stroll through Menemsha Public Beach, and then visit a coastal fixture at Gay Head Lighthouse.

For maps, traveler tips, ratings, and more tourist information, read our Aquinnah day trip planning site.

Getting from Boston to Aquinnah by car takes about 3 hours. Other options: drive. In May, plan for daily highs up to 65°F, and evening lows to 47°F. Finish your sightseeing early on the 5th (Wed) to allow enough time to travel to Nantucket.

Things to do in Aquinnah

Parks · Historic Sites · Beaches · Outdoors

Side Trip

Nantucket

— 1 night
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Kick off your visit on the 6th (Thu): visit a coastal fixture at Brant Point Lighthouse, enjoy the sea views from Sankaty Head Lighthouse, and then brush up on your knowledge of spirits at Cisco Brewers.

For ratings, where to stay, traveler tips, and tourist information, you can read our Nantucket trip planner.

You can travel from Aquinnah to Nantucket in 3 hours. May in Nantucket sees daily highs of 62°F and lows of 49°F at night. Finish your sightseeing early on the 6th (Thu) to allow enough time to travel to Newport.

Things to do in Nantucket

Historic Sites · Breweries & Distilleries · Wineries

Newport

— 2 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 7th (Fri): explore the world behind art at RISD Museum, then contemplate the long history of Lizzie Borden House, and then get to know the fascinating history of Cliff Walk. Get ready for a full day of sightseeing on the 8th (Sat): contemplate the long history of Rough Point Museum, then see the interesting displays at Rosecliff, and then steep yourself in history at Fort Adams State Park.

To see where to stay, reviews, more things to do, and more tourist information, refer to the Newport trip planner.

Getting from Nantucket to Newport by combination of flight and taxi takes about 3.5 hours. Other options: do a combination of ferry and car; or do a combination of ferry and taxi. In May in Newport, expect temperatures between 65°F during the day and 49°F at night. Wrap up your sightseeing on the 8th (Sat) to allow time to fly back home.

Things to do in Newport

Historic Sites · Museums · Parks · Trails

Side Trips