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Greenwich, Connecticut Boat Rentals & Yacht Charters

Page 1 of 124 listings

Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console
Powerboats in Stamford · 6 guests

Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console

New
$250/hour
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
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262/hour
32' Luxurious Yacht Certified Express Cruiser
Events in Stamford · 8 guests

32' Luxurious Yacht Certified Express Cruiser

5.0
$300/hour
30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips
Powerboats in Stamford · 10 guests

30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips

5.0
$300/hour
24ft Cobia: Center Console Versatility- Captain Optional! 3000+ Charters
Powerboats in Stamford · 8 guests

24ft Cobia: Center Console Versatility- Captain Optional! 3000+ Charters

5.0
$200/hour
Charter 38' Pearson Cruising Monohull in Mamaroneck, New York
Sailing in Mamaroneck · 10 guests

Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

5.0
$50/hour
Sit Back, Relax and Enjoy on a Formula 260 SS!!!
Powerboats in Bronx · 6 guests

Sit Back, Relax and Enjoy on a Formula 260 SS!!!

New
$175+/hour
Fun in the Sun with Manhattan skyline in the background
Sailing in Bronx · 6 guests

Fun in the Sun with Manhattan skyline in the background

New
$150/hour
ASA practice sailing exercizes
Tours in Bronx · 6 guests

ASA practice sailing exercizes

New
$150/hour
Sunset C&C Sailboat cruise outside of NYC: the beauty of Long Island!
Sailing in Bronx · 6 guests

Sunset C&C Sailboat cruise outside of NYC: the beauty of Long Island!

New
$150/hour
Enjoy Oysterbay on a speed boat
Powerboats in Oyster Bay · 6 guests

Enjoy Oysterbay on a speed boat

New
Snoozed - Active 02 May 2026
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing
Events in Oyster Bay · 12 guests

50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing

5.0
$575+/hour
Its "Play Time", Lets go have some fun on the water.
Powerboats in Oyster Bay · 12 guests

Its "Play Time", Lets go have some fun on the water.

5.0
$365+/hour
Luxurious 60ft Cruisers Cantius serving NYC, Sag Harbor and Montauk
Events in Glen Cove · 12 guests

Luxurious 60ft Cruisers Cantius serving NYC, Sag Harbor and Montauk

New
$738+/hour
45ft Sundeck Motor Yacht in Glen Cove
Events in Glen Cove · 12 guests

45ft Sundeck Motor Yacht in Glen Cove

New
$395/hour
Okean 52’ Luxury Yacht – One of Only 3 in North America – NYC & LI Charters
Events in Glen Cove · 12 guests

Okean 52’ Luxury Yacht – One of Only 3 in North America – NYC & LI Charters

New
$770+/hour
40ft Formula 400 SSC-Western Long Island, Connecticut, Westchester, NYC
Events in Glen Cove · 6 guests

40ft Formula 400 SSC-Western Long Island, Connecticut, Westchester, NYC

New
$750+/hour
Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
Sailing in Oyster Bay · 6 guests

Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

5.0
$190+/hour
Robalo 207 Center Console for Rent in Norwalk
Powerboats in Norwalk · 6 guests

Robalo 207 Center Console for Rent in Norwalk

5.0
$200/hour
Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
Sailing in Norwalk · 12 guests

Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

4.7
Superowner
$200/hour
 Welcome aboard embark on our 38ft charter relax, and enjoy Sunsets Cruises
Events in Norwalk · 6 guests

Welcome aboard embark on our 38ft charter relax, and enjoy Sunsets Cruises

5.0
$285+/hour
Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.
Events in Norwalk · 6 guests

Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.

New
$265+/hour
Sunset, 3-6 Hour Cruises on Spacious Cruiser - Norwalk, Westport, Rowayton CT
Events in Norwalk · 6 guests

Sunset, 3-6 Hour Cruises on Spacious Cruiser - Norwalk, Westport, Rowayton CT

5.0
$350+/hour

Greenwich Reviews

  1. Helen

    Helen

    32' Luxurious Yacht Certified Express Cruiser

    Joseph’s boat was incredibly clean and comfortable, and Joseph was super responsive and accommodating the entire time leading up to our trip. We had a great time swimming at Peanut Island and cruising along the Intercoastal. Would highly recommend to anyone!

  2. BV

    Betsy

    30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips

    Excellent experience, and this was my first time using this service to rent a boat. Luke was very helpful in coordinating everything and even in watching the weather. Chip was our captain and he was super knowledgeable and accommodating to my family. We enjoyed our time on the pontoon, felt very safe going down the slide, and we had so much fun! Will book again soon!

  3. PP

    PARNAZ

    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

    Captan Rick's boat trip was an incredible experience that I highly recommend ! The planning was flawless, offering a perfect blend of activities. Captan Rick excellent communication and warm demeanor made the journey even more enjoyable. This boat trip is a must-do for anyone looking for an unforgettable day on the water!

  4. KB

    Keisha

    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

    The boat is large enough to comfortably fit a group of 10. We learned some new terms and had a sailing lesson. Capt Rick is a great vibe and fits right in with the group from kids to adult, the experience was one of a kind. Boat is very well kept and has lots of lounging areas inside and outside.

  5. DE

    Desireé

    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

    Captain Rick was excellent!!! He is a skilled and patient captain. We had so much fun on the trip. Lots of laughs and great conversations. This day could not get any better. The boat and amenities were as advertised. I will definitely book this trip again with Captain Rick!

  6. Brooke

    Brooke

    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

    Capt. Rick was so fun! His knowledge of sailing and expertise made him a wonderful guide. Plus he is so personable! You can tell he really enjoys the water and loves to share the joys of being on the water with his guests! The boat was great and well outfitted! Such a wonderful experience!! I highly recommend! The trip on Capt. Ricks boat was so memorable and special! It made my 40th birthday an event to remember!