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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,454 Reviews)

Page 6 of 39932 listings

Limited Availability
Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!
Sailing in Marina del Rey · 12 guests

Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

4.8
$275+/hour
Rent a 5 person Daysailer in Valle de Bravo, Mexico
Sailing in Valle de Bravo · 5 guests

Rent a 5 person Daysailer in Valle de Bravo, Mexico

5.0
$64/hour
Cruise on the Blue Mind J35 Sailboat for 6 guests
Sailing in Morehead City · 6 guests

Cruise on the Blue Mind J35 Sailboat for 6 guests

4.0
$90/hour
Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Sailing in West Palm Beach · 12 guests

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL

4.3
Superowner
$125+/hour
🛥️ Make It a Yacht Day – Your Private 45ft VIP Yacht Experience in Aruba
Events in Oranjestad-East · 12 guests

🛥️ Make It a Yacht Day – Your Private 45ft VIP Yacht Experience in Aruba

5.0
$575/hour
45' Sea Ray Yacht Charter in Turks & Caicos
Powerboats in The Bight Settlement · 15 guests

45' Sea Ray Yacht Charter in Turks & Caicos

5.0
$500/hour
32ft Classic Sailing Charter on Swedish Sloop for 6 Guests
Sailing in Rockland · 6 guests

32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

5.0
$150/hour
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191/hour
Fountaine Pajot Great Sailing Catamaran for up to 25 people!
Sailing in Cartagena · 25 guests

Fountaine Pajot Great Sailing Catamaran for up to 25 people!

4.6
Superowner
$1,600/day
Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor
Sailing in Chicago · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

4.9
$107+/hour
44' Luxury Cruiser Sailboat Charter  | San Francisco Bay
Sailing in Alameda · 6 guests

44' Luxury Cruiser Sailboat Charter | San Francisco Bay

5.0
$159/hour
Exclusive Sailing Boat
Sailing in Marina Vallarta · 15 guests

Exclusive Sailing Boat

5.0
Superowner
Best of 2026
$78+/hour
44' Leopard Catamaran All-Inclusive Charter in Riviera Maya
Sailing in Puerto Aventuras · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Riviera Maya

5.0
Superowner
Best of 2026
$520/hour
⛵️  MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)
Sailing in Miami Beach · 49 guests

⛵️ MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)

5.0
Superowner
$700+/hour
Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur
Sailing in Zona Comercial · 6 guests

Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur

5.0
$120/hour
47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay
Sailing in Seabrook · 12 guests

47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay

5.0
$300/hour
High Demand
42 Foot Bertram Trojan Motor Yacht in Los Angeles
Events in Long Beach · 6 guests

42 Foot Bertram Trojan Motor Yacht in Los Angeles

5.0
$145/hour
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$285/hour
Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests
Sailing in Chicago · 10 guests

Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests

5.0
Superowner
$250/hour
Instant Book
81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests
Sailing in Marina Vallarta · 50 guests

81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests

New
$603/hour
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/hour
40' Sea Ray Sundancer All-Inclusive Yacht Charter in Riviera Maya.
Events in Puerto Aventuras · 12 guests

40' Sea Ray Sundancer All-Inclusive Yacht Charter in Riviera Maya.

5.0
Superowner
Best of 2026
$350/hour
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0
$312+/hour
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$200/hour

Sailing Reviews in United States

  1. RA

    Robert

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    What a positive experience! Ryan is a patient and engaging captain, who clearly has mastery of his craft. The boat is roomy and clean. Money well spent. Bon Voyage!

  2. MH

    Madeline

    Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

    Perfect sailboat experience for a large group!! I booked this for a group of photographers and I, and it was seriously everything we could've hoped for! The boat is gorgeous above and below deck and our captain was excellent! He was so helpful in helping us navigate where to spend the most of our time since it was pretty rough waters outside of the marina, and helped to make sure the seasick ones in our group felt comfortable & no one ended up getting too sick! Would book again in a heartbeat :)

  3. GK

    George

    Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL

    Capt Mark is not just a skilled boatman, he is a gentleman of many talents. What a delight to spend the day on his Naked Truth (thankfully, Capt stayed fully clothed!). This was a sailing experience even staying in the intracoastal. You made our day memorable! I look forward to our next voyage.

  4. SJ

    Shea

    🛥️ Make It a Yacht Day – Your Private 45ft VIP Yacht Experience in Aruba

    Robert and his crew went over and beyond to help celebrate my husband 50th birthday. My group of 10 fit perfectly throughout the entire boat no one was cramped, the boat was also clean and had everything we needed. Robert and his team were so attentive to our needs (my husband doesn't eat pork, we communicated that with him and he made sure our charcuterie board had other options in meat selection). This yacht experience was the highlight of our first time in Aruba!! BOOK WITH Robert- you will not be disappointed!!!!

  5. MP

    Martin

    🛥️ Make It a Yacht Day – Your Private 45ft VIP Yacht Experience in Aruba

    My family and I recently chartered a yacht in Aruba to celebrate our daughter's birthday and we could not have been more thrilled with our experience. The crew on board went above and beyond to ensure that every detail was perfect for our special day. From the moment we stepped on board, we were greeted with smiles and warmth, and they had even gone the extra mile to decorate the boat with birthday balloons and all the special touches we had requested. Throughout the day, the crew was attentive, friendly, and made sure that we had everything we needed to have a fantastic time out on the ocean. They truly went out of their way to make our experience unforgettable and we felt incredibly well taken care of. I would highly recommend this yacht to anyone looking for a luxurious and fun-filled day out on the water. The crew's exceptional service and attention to detail really set this experience apart and I can't wait to charter this yacht again the next time we are in Aruba. Five stars all the way!

  6. Julia

    Julia

    🛥️ Make It a Yacht Day – Your Private 45ft VIP Yacht Experience in Aruba

    We had an AMAZING time. This boat is even more beautiful than the photos show. We had insulated cups for our drinks which was such a great touch. We relaxed, snorkeled a bit and were waited on with the best service. The crew was diligent with refilling our drinks and asking what we needed. They were lovely and we would highly recommend!