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All listings in Connecticut

Incredible tours in Connecticut, United States.

Page 1 of 235 listings

High Demand
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$750+/hour
Limited Availability
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Tours in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

4.9
Superowner
$225+/hour
84ft Azimut – Luxury Yacht + Jet Skis, Seabobs & Jacuzzi
Events in Sag Harbor · 12 guests

84ft Azimut – Luxury Yacht + Jet Skis, Seabobs & Jacuzzi

5.0
Superowner
Best of 2026
$950/hour
40ft Private Yacht charter for all occasions in Branford and Thimble Islands.
Events in Branford · 12 guests

40ft Private Yacht charter for all occasions in Branford and Thimble Islands.

5.0
$199/hour
Cruisers 420 Express Cruiser Rental in Long Island Sound
Events in Greenwich · 6 guests

Cruisers 420 Express Cruiser Rental in Long Island Sound

4.8
$575/hour
Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran
Sailing in Sag Harbor · 25 guests

Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran

5.0
$900+/hour
Sunset off Fairfield beach BEST RATES, BEST REVIEWS
Powerboats in Fairfield · 6 guests

Sunset off Fairfield beach BEST RATES, BEST REVIEWS

5.0
$235/hour
Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT
Sailing in Greenwich · 12 guests

Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT

5.0
$1,500/hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
Luxe 68' Galeon: 3 Staterooms, Bar and Water Toys serving South, FL
Powerboats in Sag Harbor · 12 guests

Luxe 68' Galeon: 3 Staterooms, Bar and Water Toys serving South, FL

5.0
$1,300+/hour
61ft Sirena Flybridge Yacht For 12 In Sag Harbour/Montauk!!!
Events in Sag Harbor · 12 guests

61ft Sirena Flybridge Yacht For 12 In Sag Harbour/Montauk!!!

New
Superowner
Best of 2026
$1,469+/hour
Instant Book
110ft Horizon FD110 Luxury Yacht Charter Sag Harbor & Montauk, NY
Events in Sag Harbor · 12 guests

110ft Horizon FD110 Luxury Yacht Charter Sag Harbor & Montauk, NY

New
Superowner
Best of 2026
$3,125/hour
97ft Guy Couach Mega Yacht Charter in Montauk Harbor, New York
Events in Montauk · 12 guests

97ft Guy Couach Mega Yacht Charter in Montauk Harbor, New York

New
Superowner
Best of 2026
$1,875/hour
Instant Book
68ft Galeon Motor Yacht in Sag Harbour/Montauk
Events in Sag Harbor · 13 guests

68ft Galeon Motor Yacht in Sag Harbour/Montauk

New
Superowner
Best of 2026
$1,657+/hour
Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach
Events in Bridgeport · 12 guests

Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach

New
$650/hour
Stamford Luxury Escape: 45ft Cantius Yacht with Space for 12 Guests
Events in Stamford · 12 guests

Stamford Luxury Escape: 45ft Cantius Yacht with Space for 12 Guests

New
$583+/hour
57’ 2023 Okean + 2 Seabobs in East Hampton, New York
Events in East Hampton · 12 guests

57’ 2023 Okean + 2 Seabobs in East Hampton, New York

New
$1,750/hour
Luxury 43 Pardo Motor Yacht Now Available in Montauk, New York
Events in Montauk · 13 guests

Luxury 43 Pardo Motor Yacht Now Available in Montauk, New York

New
$875+/hour
Luxe 68ft Fairline w/ A Paddleboard, Kayak & More in Northeast, USA
Events in Westbrook · 12 guests

Luxe 68ft Fairline w/ A Paddleboard, Kayak & More in Northeast, USA

New
$1,475+/hour
Vanquish 58 Motor Yacht – Fast, Comfortable Seabob Cruise Sag Harbor
Events in Sag Harbor · 12 guests

Vanquish 58 Motor Yacht – Fast, Comfortable Seabob Cruise Sag Harbor

New
$1,750+/hour
Prestine, 50ft Pardo Motor Yacht in Montauk, NY
Events in Montauk · 12 guests

Prestine, 50ft Pardo Motor Yacht in Montauk, NY

New
$1,063+/hour
Captained Pershing GTX80 Luxury Yacht in Montauk for 13 Guests
Events in Montauk · 13 guests

Captained Pershing GTX80 Luxury Yacht in Montauk for 13 Guests

New
$2,250+/hour
Brand New Convertible Riva 76 Bahamas Motor Yacht - NY
Events in Sag Harbor · 12 guests

Brand New Convertible Riva 76 Bahamas Motor Yacht - NY

New
$2,584+/hour

Tours Reviews in Connecticut

  1. CF

    Carlos

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    Captain Marco was absolutely amazing! He was incredibly attentive to our entire group throughout our birthday party celebration and truly went above and beyond. His energy and hospitality made it such a special and memorable day for all of us. We would definitely recommend him to anyone looking for a perfect day on the water and we are already planning our future boat adventures with him!

  2. AM

    Anna

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    We had a wonderful experience on the water with Captain Marco. He was incredibly friendly, knowledgeable, and made our family feel welcome from the moment we stepped aboard. Our children had a fantastic time, and Marco did a great job engaging with them and making the experience memorable. It was the perfect way to celebrate a special occasion as a family. Highly recommend!

  3. BA

    Brianne

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    We had the the most beautiful sunset cruise with Brian and their catamaran. Beyond accommodating, easy to communicate with, and a beautiful space. We had a group of 12 girls, and we felt more than comfortable relaxing, being silly- and not to mention the endless photos we asked to take. Everything you need on board with freedom to bring what you like. I could not suggest booking with Brian more!

  4. LE

    Lara

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    My girlfriends and I had the best time celebrating a bachelorette party with Captain Brian and his beautiful boat! From the very start Brian had quick communication and was helpful answering our questions. The actual boat was so nice, with a rustic charm. It comfortably fit all 10 girls. Brian made the day extra special - he’s so kind and fun. Would definitely recommend to this others and even hope to do another trip again!

  5. MB

    Mark

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    Extraordinary experience on a comfortable and beautiful catamaran, with an excellent itinerary from Sag Harbor to Shelter Island for lunch and back. Captain Brian was super professional as was first Mate Erin in implementing and serving our extensive wines and hors d’oeuvres. The vibe of the team was fun, efficient but still chill. I highly recommend this as one of my best summer experiences and I’ve been in here my whole life and I’m in the hospitality business as a boutique hotel owner.

  6. SB

    Scott

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    What a day on the water! Our Group of 7 people had an awesome time Captain Brian & Erin. The Catamaran was huge! The sun deck and the interior were clean and full of amenities. The Sailing around Sag Harbor and Shelter Island was something that we will never forget.