14 days in New York City, Rhode Island & Boston Itinerary

14 days in New York City, Rhode Island & Boston Itinerary

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Route & dates

14 days in New York City, Rhode Island & Boston Itinerary

Start: Hamilton
Drive:  7​h 30​min
1
New York City
— 4 nights
+2
train + taxi + ferry:  5​h 45​min
2
New Shoreham, Block Island
— 2 nights
Drive:  2​h
3
Newport
— 3 nights
Drive:  1​h 30​min
4
Boston
— 4 nights
Fly + bus:  6​h
End: Hamilton

4
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Get outdoors at Edwin B. Forsythe National Wildlife Refuge and Speed Boats Tours. You'll enjoy a bit of beach vacationing at Point Lookout Beach and Cupsogue Beach County Park. There's lots more to do: go for a walk through Central Park, take in the architecture and atmosphere at St. Patrick's Cathedral, appreciate the history behind 9/11 Memorial, and wander the streets of Times Square.

To find more things to do, other places to visit, where to stay, and other tourist information, you can read our New York City online trip itinerary maker .

Hamilton, Canada to New York City is an approximately 6-hour flight. You can also drive. Expect a bit warmer temperatures when traveling from Hamilton in September; daily highs in New York City reach 31°C and lows reach 22°C. Finish your sightseeing early on the 6th (Fri) so you can travel to New Shoreham.

Things to do in New York City

Parks Outdoors Beaches

Side Trips

Point Lookout Beach, Edwin B. Forsythe National Wildlife Refuge, Cupsogue Beach County Park
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
St. Patrick's Cathedral ©
St. Patrick's Cathedral
Times Square ©
Times Square

2
nights
New Shoreham, Block Island

New Shoreham ©
New Shoreham is a town in Washington County, Rhode Island, United States. On the 7th (Sat), identify plant and animal life at Nathan Mott Park, then look for all kinds of wild species at Sachem Pond Wildlife Refuge, and then take a leisurely stroll along Mansion Beach. Here are some ideas for day two: trek along Mohegan Bluffs and then cast your line with a fishing tour.

For photos, more things to do, reviews, and other tourist information, you can read our New Shoreham trip itinerary site .

You can do a combination of train and ferry from New York City to New Shoreham in 6 hours. Alternatively, you can do a combination of bus and ferry. Expect slightly colder temperatures when traveling from New York City in September; daily highs in New Shoreham reach 25°C and lows reach 19°C. Wrap up your sightseeing on the 8th (Sun) to allow time to drive to Newport.

Things to do in New Shoreham

Parks Wildlife Outdoors
Highlights from your plan
Mohegan Bluffs ©
Mohegan Bluffs

3
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Your inner history buff will appreciate Beavertail Lighthouse and Park and Cliff Walk. Your itinerary includes some good beach time at Old Silver Beach and Goosewing Beach Preserve. Explore the numerous day-trip ideas around Newport: Cape Cod Canal (in Buzzards Bay), East Over Reservation (in Rochester) and Hoxie House (in Sandwich). There's more to do: look for all kinds of wild species at Seapowet Marsh and Point Fishing Area and admire the majestic nature at Mansfield Hollow State Park.

For ratings, where to stay, and other tourist information, you can read our Newport vacation planner.

You can drive from New Shoreham to Newport in 2 hours. In September, plan for daily highs up to 27°C, and evening lows to 17°C. Wrap up your sightseeing on the 11th (Wed) to allow time to drive to Boston.

Things to do in Newport

Parks Outdoors Wildlife

Side Trips

Old Silver Beach, Cape Cod Canal, Hoxie House, Goosewing Beach Preserve, Beavertail Lighthouse and Park
Highlights from your plan
Beavertail Lighthouse and Park ©
Beavertail Lighthouse and Park
Old Silver Beach ©
Old Silver Beach
East Over Reservation ©
East Over Reservation

4
nights
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.
Visiting Dolphin & Whale Watching and Race Point Beach will get you outdoors. Marginal Way Walkway and Louisa May Alcott's Orchard House will appeal to history buffs. And it doesn't end there: get to know the fascinating history of Freedom Trail, take a stroll through North End, explore and take pictures at Fenway Park, and stroll around Boston Public Garden.

Plan a Boston trip in moments using our itinerary builder.

You can drive from Newport to Boston in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In September, daily temperatures in Boston can reach 28°C, while at night they dip to 17°C. Cap off your sightseeing on the 15th (Sun) early enough to travel back home.

Things to do in Boston

Outdoors Historic Sites Parks

Side Trips

Marginal Way Walkway, Louisa May Alcott's Orchard House, Race Point Beach, Dolphin & Whale Watching
Highlights from your plan
Dolphin & Whale Watching
Race Point Beach ©
Race Point Beach
Marginal Way Walkway ©
Marginal Way Walkway

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