Stamford Boat Tours

The best out of 27 boat tours in Stamford - enter dates to check availability

Stamford Boat Tours

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Top Boat Tours in Stamford

Stamford: 27 boats available

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Listing image
37 ft
Up to 6 people
Gypsy Soul Tours
New
Stamford
Gypsy Soul Tours offers private, custom sailing charters from Stamford, Connecticut, delivering unforgettable experiences on the scenic Long Island Sound.
+2
trips from
US $750
Listing image
20 ft
Up to 3 people
Viking Fly Charters
5.0
/5
(4 external reviews)
Norwalk (7.6 miles from Stamford)
Viking Fly Charters is a classic 2008 SeaCraft center console based in Norwalk, offering private, customizable trips for up to 3 guests.
+1
trips from
US $295
Listing image
36 ft
Up to 6 people
Windward Sailing Charters
5.0
/5
(3 reviews)
Oyster Bay (1 hr 9 min drive from Stamford)
Sail Long Island's Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i.

"From the start, Jonathan was both a gracious host and a skilled, knowledgeable captain." —⁠ Todd,
+5
trips from
US $525
Listing image
50 ft
Up to 13 people
Long Island Yacht Rentals – Tranquility
5.0
/5
(1 review)
Oyster Bay (1 hr 8 min drive from Stamford)
Yacht rental includes watersports. Step aboard Long Island Yacht Rentals, a luxurious 2001 Carver 466 Motor Yacht, beautifully restored in 2025 and based in scenic Oyster Bay.

"Captain Jeff was great, the boat was great, the water activities activities were great." —⁠ Joyce,
+1
trips from
US $1,800
Listing image
25 ft
Up to 6 people
Cast Net Charters
New
5.0
/5
(20 external reviews)
Island Park (31.9 miles from Stamford)
Step aboard “GO FISH”, a 1987 Pursuit 2550 Center Console Cuddy Cabin operated by Cast Net Charters and based out of Island Park—perfect for unforgettable days on the water for up to 6 guests.
trips from
US $500
Listing image
31 ft
Up to 6 people
Carolann P Fishing Charters
5.0
/5
(8 external reviews)
Freeport (28.9 miles from Stamford)
Carolann P Fishing Charters is a beautifully restored 1998 Luhrs 31 Sportfishing vessel (restored in 2025), based in Freeport, offering an unforgettable maritime experience for up to six guests.
+1
trips from
US $500
Listing image
40 ft
Up to 10 people
Charter Nirvana
Mamaroneck (12.5 miles from Stamford)
Step aboard Nirvana, a timeless 38’ Pearson 386 sailing yacht, and experience the beauty of Long Island Sound without the crowds, just you, your guests, and the open water.
+2
trips from
US $440
Listing image
56 ft
Up to 13 people
Osca Yachting
New
Port Washington (17.7 miles from Stamford)
Step aboard the 2025 Galeon 560 Fly and experience New York Harbor like never before.
+1
trips from
US $3,500
Listing image
30 ft
Up to 10 people
GO With The Flo Charters
5.0
/5
(1 review)
Wantagh (28.1 miles from Stamford)
GO With The Flo Charters is a beautifully restored 2001 Pursuit 3070 Offshore Center Console (refit in 2026), delivering the perfect mix of performance, comfort, and reliability.

"Been going out with Capt Rich for years and ALWAYS have the best time." —⁠ Luie, New York
+3
trips from
US $800
Listing image
51 ft
Up to 30 people
Seaspray
4.8
/5
(2 reviews)
27 external reviews
Freeport (1 hr 10 min drive from Stamford)
Step aboard Seaspray, a beautifully restored 1992 SULLIVAN Chesapeake Deck boat, now updated in 2021 to ensure an exceptional cruising experience.
trips from
US $800

Frequently Asked Questions about Boat Tours in Stamford

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Boating in Stamford

Discover the best of coastal New England with Stamford boating charters, your gateway to the calm, glittering waters of Long Island Sound. Stamford offers a blend of sheltered harbors, scenic shorelines, and inviting coves that make it ideal for leisurely cruises, active days on the water, and memorable group outings.

With Stamford boating charters, you can tailor the perfect day: set off on a relaxed sightseeing cruise along tree-lined coasts, anchor near quiet inlets for a swim, or chase golden-hour views on a sunset sail. Anglers appreciate productive local waters, while families and friends enjoy spacious deck time, onboard picnics, and smooth passages protected by the Sound’s natural barrier islands.

Seasonal highlights abound. Spring and summer bring warm breezes and clear conditions for day trips, while late summer and early fall often deliver glassy seas and striking sunsets. Wildlife sightings, changing coastal foliage, and crisp, salt-tinged air add to the experience throughout the boating season.

Whether you’re planning a private celebration, corporate outing, or weekend escape, Stamford boating charters provide easy access for the Tri-State Area, with quick departures and flexible itineraries. Choose from crewed yachts for hands-off relaxation or versatile powerboats and sailboats for hands-on adventure. Many routes pair perfectly with waterfront dining stops or beach time at nearby coves, creating a full day of exploration on and off the water.

Set your course from Stamford and discover why boaters return season after season. From smooth cruising conditions to picturesque horizons, this Long Island Sound hub delivers an inviting, customizable experience for every kind of outing.

What people said about boating in Stamford

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