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Fishers Island, New York Boat Rentals

Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0
$225/hour
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$200+/hour
Deluxe 65ft Pershing Yacht for Charter in Montauk NY
Events in Montauk · 13 guests

Deluxe 65ft Pershing Yacht for Charter in Montauk NY

New
Superowner
Best of 2025
$2,548/hour
Charter 50' Beneteau Gran Turismo from Montauk, New York
Events in Montauk · 6 guests

Charter 50' Beneteau Gran Turismo from Montauk, New York

5.0
Superowner
$1,200/hour
36' 2021 Aquila Catamaran + Seabob Boat Rental in Montauk, New York
Powerboats in Montauk · 12 guests

36' 2021 Aquila Catamaran + Seabob Boat Rental in Montauk, New York

New
$1,247/hour
Gorgeous Italian Yacht: Ferrari of the Sea
Events in Montauk · 6 guests

Gorgeous Italian Yacht: Ferrari of the Sea

New
$599/hour
Overspray in Old Saybrook | 37ft Silverton Yacht
Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook | 37ft Silverton Yacht

New
$300/hour
Instant Book
Luxury with No Limits - 43' Mystic Center Console
Powerboats in Old Saybrook · 13 guests

Luxury with No Limits - 43' Mystic Center Console

5.0
$800/hour
51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York
Events in East Hampton · 12 guests

51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York

New
$1,632+/hour
36' 2023 Aquila Catamaran + Seabob Yacht Rental in East Hampton, New York
Powerboats in East Hampton · 12 guests

36' 2023 Aquila Catamaran + Seabob Yacht Rental in East Hampton, New York

New
$1,247/hour
50' Azimut Atlantis + Seabob Yacht Charter in East Hampton, New York
Events in East Hampton · 12 guests

50' Azimut Atlantis + Seabob Yacht Charter in East Hampton, New York

New
$1,513/hour
50' 2023 Jubilance (2-49 Guests) + Beach Club Event Boat Rental in East Hampton
Powerboats in East Hampton · 12 guests

50' 2023 Jubilance (2-49 Guests) + Beach Club Event Boat Rental in East Hampton

New
$1,650/hour
Charter a 30' Classic Wooden Motor Boat in East Hampton, NY
Events in East Hampton · 6 guests

Charter a 30' Classic Wooden Motor Boat in East Hampton, NY

5.0
$388+/hour
Instant Book
Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in East Marion · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
40 Foot Tiara Motor Yacht Rental in Greenport, New York
Powerboats in Greenport · 6 guests

40 Foot Tiara Motor Yacht Rental in Greenport, New York

New
$600/hour
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$250/hour
Instant Book
Sail on a classy and fast Sailing Yacht in the Hamptons, New York
Sailing in East Hampton · 6 guests

Sail on a classy and fast Sailing Yacht in the Hamptons, New York

5.0
$300+/hour
Hobie One 12 ft Sailboat for rent in Sag Harbor
Sailing in Sag Harbor · 3 guests

Hobie One 12 ft Sailboat for rent in Sag Harbor

New
$99/hour
Explore and arrive in style aboard 28' Chris Craft Launch GT, Sirena
Powerboats in Greenport West · 10 guests

Explore and arrive in style aboard 28' Chris Craft Launch GT, Sirena

New
$225+/hour
SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor
Events in Sag Harbor · 6 guests

SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor

5.0
$700/hour
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Events in Sag Harbor · 6 guests

36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

5.0
$300/hour
42' Catalina Sailing Yacht in the Hamptons - 3 Hours
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 3 Hours

New
$350/hour
62' Pershing + 2 Seabobs Yacht Charter in Sag Harbor, New York
Events in Sag Harbor · 12 guests

62' Pershing + 2 Seabobs Yacht Charter in Sag Harbor, New York

New
$2,384/hour
42' Catalina Sailing Yacht in the Hamptons - 4 Hours
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 4 Hours

5.0
$325/hour

Fishers Island Reviews

  1. SA

    Stefana

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Beautiful boat and our Capitan Hagen was amazing! We travelled from out of town and will definitely book again next time we come to town. 10/10 overall aesthetic and vibes!

  2. JR

    Jai

    Sail to Fishers Island on a fast and classy 35' Sailboat

    We had a wonderful experience and found Captain Eric to be an excellent sailor and gracious host. He is extremely friendly, relaxed and a great conversationalist who has many stories to tell about the Thimble Islands and other topics. We had a large party with a two year old child and Captain Eric made us all comfortable and provided us with a perfect trip.

  3. Lauri

    Lauri

    Sail to Fishers Island on a fast and classy 35' Sailboat

    CaptIn Eric provided an amazing experience for my family. Not only did he display his professional sailing skills but he accommodated time for dining and swimming and the thrill of being under sail on a beautiful sunny and windy day. We've already shared our great experience with friends and family and hope to join them for another trip on Erics Nomade.

  4. DR

    Devon

    Charter 50' Beneteau Gran Turismo from Montauk, New York

    Unbelievable!! Thank you Sean and Sean Jr.!! We were so lucky and had a perfect weather day on May 12th. Sean was so friendly, accommodating, and knowledgeable not to mention the boat was pristine. It was a short trip and we wish we had more time but he made it so worth it. Thank you again for making it happen. We will absolutely be returning and giving you a call. Devon Richardson

  5. CL

    Chet

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Captain Hagen and his boat exceeded our expectations. He set up a neat little mahogany table for our food and supplied ice cold water and ice. The boat is a classic! It was a perfect picnic boat excursion. He took us to a great little cove and anchor so we could swim around while enjoyed our food. Captain Hagen also had some great trivia and pointed out landmarks in the area. Heet us have our privacy and visit with each other, which was nice.

  6. SH

    Stephen

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Captain Hagen is a marvelous human, and took us to some outstandingly beautiful locations in his elegant wooden vessel the MarlinSpike. He hoisted us an English and French flag, as my partner is French and I'm a Londoner. The boat is spacious and there are seats in the back and on the front. Best of all Captain Hagen is multi lingual so very easy to communicate with. Knowledgable about the area around Sag Harbor, and also caring about his passengers, the boat trip was the highlight of our holiday. Thank you Captain Hagen, if we are ever back this way we will take another voyage with you and your skipper, whose name I didn't catch, but both of you made our day. Thank you.