What to do in Southold, NY

Activities, attractions and tours

Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA
A calm lake with tall grasses in the foreground and a forested shoreline under a pink sky.
A river with red vegetation and a forest in the background.
White wooden lifeguard stand and rowboat on the beach at Sunken Meadow State Park New York
Aerial North Shore Long Island

Things to do

Private Luxury Wine Tours of Long Island Pindar Winery

Private Luxury Wine Tours of Long Island Pindar Winery

฿5,913
per adult
Private Luxury Wine Tours of Long Island Pindar Winery
Long Island Wine Tour North Fork Sights Bites Flights Half Day PM

Half Day(PM) North Fork Private Wine & Food Tour by Local Expert

฿11,136
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
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What to do in Southold

Stay near popular Southold attractions

Sparkling Pointe

8.8/5 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
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Frequently asked questions

Is Southold worth visiting?
Southold has a unique blend of culture, attractions and local charm. Whether you're into outdoor activities, history or regional cuisine, there's a lot to enjoy here.
How do I spend a day in Southold?
Once you've visited popular attractions like 67 Steps Beach and Truman's Beach, spend the rest of your day enjoying the retail and food options in Southold.
What is the top tourist attraction in Southold?
The top tourist attraction in Southold is 67 Steps Beach, so be sure to include it on your sightseeing list.
Is three days enough to stay in Southold?
Book an escape in Southold for three days and you'll have enough time to explore its key sights and get a taste for the local vibe. For the chance to see highlights in nearby areas and venture off the beaten path, consider hanging around for a week or longer.
What are some activities to do in Southold with kids?
If you are after sights and activities for all of your group, take a look at these terrific ideas for what to do in Southold with kids.

What to do in Southold for adults?
Peconic Bay Winery and Sparkling Pointe are just a couple of the things to do in Southold. With lots of activities available, there's something here for everyone.
Are there free things to do in Southold?
In Southold, 67 Steps Beach is a top spot for anyone wishing to see the city without opening their wallet. Also, wander around the green spaces and other neighbourhoods, and ask a local tour guide for tips. It's a top way to find out about the best free things to do in Southold.