Directions from Boston, Massachusetts to Shelter Island Heights, New York





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We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Charles W. Morgan

Landmarks – Mystic, Connecticut

The focal point of Mystic is its collection of 480 vessels. The Charles W. Morgan, built in 1841, is the sole surviving wooden whale ship and has been designated a National Historic Landmark. ... More on Weather.com

Tropics at Night

Things To Do – New Haven, Connecticut

Friendly's Ice Cream Shop

Ice Cream – Riverhead, New York

The Surf Lodge

Bars – Montauk, New York

Located in the outer reaches of Long Island, Surf Lodge comes from the same whiz kids behind GoldBar and Cain, but this restaurant/lounge offers a polished finesse sans the bustling Manhattan chaos. While there’s no door policy to ... More on clubzone

Bartlett House Inn, The

Things To Do – Greenport, New York

A 1908 Victorian house restored as a B&B w/ 10 spacious guest rooms with private baths. Situated in Greenport, ... More on iloveny.com

A%C Fine Art Gallery & Sculpture Garden

Art Museums – East Greenwich, Rhode Island

New England's largest destination gallery, A & C Fine Art ... More on Yahoo! Travel

Charles John Vineyards

Wineries And Vineyards – Southold, New York

Sabino River Cruises

Things To Do – Mystic, Connecticut

Explore the Mystic River aboard the historic wooden, coal-fired steamboat Sabino. Daily, 30-minute cruises, evening down ... More on Ctvisit.com

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  • From mid-May to mid-October, visitors can take a half-hour cruise on board the last wood-hulled, coal-fired, steam passenger vessel operating in the United States. The Sabino was built in 1908 and ... More on Weather.com

Stanton House Museum and Store

Museums – Clinton, Connecticut

Wonderful 1789 house museum located in Clinton CT. All furniture is original to family. More on MuseumsUSA.org

The Mashantucket Pequot Museum and Research Center

Museums – Ledyard, Connecticut

For those interested in the history of the Pequot tribe, the Mashantucket Pequot Museum and Research Center lends insight into the tribe's rich heritage. Some exhibits are interactive and include 3D graphics. The museum, which is ... More on Weather.com

Grand Pizza Shoreline Incorporated

Restaurants – Clinton, Connecticut

the best : best authentic pizza in town More on Yahoo! Travel

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  • It's an every friday night stop - a large antipast - medium bacon and a medium sausage well done. Once you'... More on Yahoo! Travel

  • The best: best authentic pizza in town More on Yahoo! Travel

Two Eds LLC

Restaurants – Shelter Island, New York

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Monkey Business Cafe & Ctrng

Restaurants – North Providence, Rhode Island

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Parrish Art Museum

Museums – Southampton, New York

The Parrish Art Museum celebrates the artistic legacy of Long Island's East End, one of America's most vital creative centers. Since the mid 1950s the Museum has grown from a small village art gal... More on Discoverlongisland.com

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  • The Parrish Art Museum combines an outstanding selection of their permanent collection with a glimpse at some of their past exhibitions such as The Tenth Street Studio Building:Artist-Entrepreneurs... More on MuseumStuff.com