- Our list of the best things to do in Southampton, New York, features the top 134 nearby activities — including 48 great attractions with user approval ratings of 90% or more!
- Southampton, NY has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Entertainment & Shows.
- The results below include the top 16 things to do within the city of Southampton, NY , followed by 118 popular activities in nearby cities, including Riverhead, East Hampton, Greenport, Bridgehampton, Sag Harbor, Cutchogue and Montauk
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670
9.6 Miles
100%
3 votes
1 Bay Street, Sag Harbor, NY 11963
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Starlight Sailing Charters - Day Cruise provides destination sails, with options for dining, entertainment, bike riding excursions and winery tours. There are also opportunities to drop anchor and engage in kayaking or paddleboarding.
9.9 Miles
Rather than a simple winery, McCall Wines has a conservation area and ranch to complement the vineyards. The tasting room is open seven days a week during the summer but only on the weekend during the winter season.
10.0 Miles
78%
78 votes
Route 48 (Alvah's Lane), Cutchogue, NY 11935
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Chosen as the Best Winery in Long Island by the Long Island Press, the Castello di Borghese / Hargrave Vineyard offers many events. Tastings occur daily with combination tastings and tours being frequently held as well.
10.0 Miles
Family owned and operated, Galluccio Family Wineries make a variety of red and white wines, as well as some specialty wines. The winery welcomes visitors, and features a tasting room overlooking the vineyards.
10.0 Miles
100%
16 votes
25425 Main Road, (corner Alvah's Lane), Cutchogue, NY 11935
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Featuring the work of a local photographer, Alex Ferrone Photography Gallery showcases aerial, botanical, and still life photography. The gallery regularly hosts events where visitors can hear him speak on topics ranging from photography to business strategy.
10.0 Miles
75%
8 votes
24385 Rte 25, Cutchogue, NY 11935
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Located on the North Fork of Long Island is Macari Vineyards and Cutchogue Tasting Room. The vineyards sit on a 520-acre waterfront estate and visitors can enjoy the grounds expansive views and delectable wine selection.
10.1 Miles
Route 25, Cutchogue, NY 11935
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Wine tastings at the Pugliese Vineyards are held daily and can be paired with cheese platters. The store on-site features bottles of wines given during the tastings and hand-painted crystal glasses that can have a message written onto them.
10.2 Miles
Now owned by the Galluccio Estate, Gristina Vineyards is a well-known Long Island vineyard and winery. An 87 acre vineyard with 30 acres devoted to active grape cultivation, Gristina Vineyards makes an array of wines.
10.2 Miles
Founded in 1983 on farmland gravel, Palmer Vineyards was born. Now a sprawling area of vineyard, green hills and garden grounds, the winery and vineyard is appreciated by locals and tourists alike who come to sample the famous Robert Palmer wine.
10.3 Miles
Vineyard 48 possesses some the oldest grapes on Long Island. The winery and vineyard offers a wide selection of well-balanced wines, including refreshing sangria's, peach wine and an elegant chardonnay.