58 days in Boston, New York City & Raleigh Itinerary

58 days in Boston, New York City & Raleigh Itinerary

Created using Inspirock United States tour itinerary planner

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Boston
— 17 nights
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New York City
— 20 nights
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Raleigh
— 20 nights
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Boston

— 17 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.
You'll find plenty of places to visit near Boston: Plymouth (Brewster Gardens & Plymouth Rock), Sandwich (Hoxie House, Heritage Museums & Gardens, &more) and Mashpee (Mashpee Wampanoag Indian Museum & Cape Cod Children's Museum). And it doesn't end there: admire the masterpieces at Museum of Fine Arts, get lost in a book at Boston Public Library, stroll the grounds of Mount Auburn Cemetery, and take in the architecture and atmosphere at Trinity Church.

To see ratings, where to stay, traveler tips, and more tourist information, you can read our Boston trip itinerary planner.

Minneapolis to Boston is an approximately 5-hour flight. You can also drive; or take a bus. You'll lose 1 hour traveling from Minneapolis to Boston due to the time zone difference. In May in Boston, expect temperatures between 67°F during the day and 50°F at night. Wrap up your sightseeing on the 21st (Thu) early enough to fly to New York City.

Things to do in Boston

Museums · Parks · Historic Sites · Outdoors

Side Trips

New York City

— 20 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Venture out of the city with trips to Valenzano Family Winery (in Shamong), Crooked Eye Brewery (in Hatboro) and Philadelphia (Christ Church, Philadelphia Distilling, &more). There's still lots to do: take in the pleasant sights at Central Park, explore the world behind art at The Metropolitan Museum of Art, pause for some photo ops at 9/11 Memorial, and make a trip to Times Square.

To see photos, reviews, other places to visit, and more tourist information, read our New York City trip planner.

You can fly from Boston to New York City in 2.5 hours. Alternatively, you can drive; or take a train. Expect a daytime high around 69°F in May, and nighttime lows around 55°F. Finish up your sightseeing early on the 10th (Wed) so you can catch the flight to Raleigh.

Things to do in New York City

Museums · Historic Sites · Parks · Childrens Museums

Side Trips

Raleigh

— 20 nights

City of Oaks

For those not from the South, Raleigh might be one of the region's better-kept travel secrets.
Get out of town with these interesting Raleigh side-trips: Mebane (Lake Michael Park, Mebane Public Library, &more), The Carolina Basketball Museum (in Chapel Hill) and Burlington (Conservators Center, Haw River Trail & Paddle Trail, &more). Next up on the itinerary: take in nature's colorful creations at Sarah P. Duke Gardens, trek along Neuse River Trail, contemplate in the serene atmosphere at Duke University Chapel, and don't miss a visit to St. Mary's Chapel.

To see reviews, where to stay, maps, and tourist information, use the Raleigh day trip website.

You can fly from New York City to Raleigh in 3 hours. Alternatively, you can drive; or take a bus. Expect a bit warmer weather when traveling from New York City in June: highs in Raleigh hover around 88°F, while lows dip to 66°F. Wrap up your sightseeing on the 30th (Tue) to allow time to fly back home.

Things to do in Raleigh

Parks · Outdoors · Trails · Museums

Side Trips