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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,496 Reviews)

Page 6 of 40 • 951 listings

Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75/hour
Charter Open Bar Catamaran for a Boat Party in Cancún and Isla Mujeres
Sailing in Cancún · 40 guests

Charter Open Bar Catamaran for a Boat Party in Cancún and Isla Mujeres

5.0
$272+/hour
BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0
Superowner
$425/hour
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Sailing in Fort Lauderdale · 6 guests

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

5.0
Superowner
$119+/hour
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
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
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
🛥️ 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
Luxury 50ft Custom Catamaran in Vancouver for 12 Guests
Sailing in Vancouver · 12 guests

Luxury 50ft Custom Catamaran in Vancouver for 12 Guests

5.0
$386/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
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
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
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191/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
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
44 Luxury Catamaran BIG BEN
Sailing in Leeward Settlement · 18 guests

44 Luxury Catamaran BIG BEN

5.0
$875+/hour
56' SeaRay Yacht in New York!
Events in Brooklyn · 12 guests

56' SeaRay Yacht in New York!

4.8
$475/hour
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
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
Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht
Sailing in San José del Cabo · 12 guests

Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht

5.0
$500+/hour
Exclusive Sailing Boat
Sailing in Marina Vallarta · 15 guests

Exclusive Sailing Boat

5.0
Superowner
Best of 2026
$73+/hour
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
Superowner
Best of 2026
$650/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
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

Sailing Reviews in United States

  1. JE

    Joshua

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    We had an absolutely amazing experience on a private boat trip to celebrate my wife’s 40th birthday! From the moment we arrived, everything was perfect, and the captain provided excellent and superb customer service throughout the entire trip. What really made the experience unforgettable were all the thoughtful personal touches. The captain surprised my wife with a beautiful birthday cake and balloons, which was such a wonderful gesture and completely unexpected. He also took amazing pictures of us throughout the trip, capturing special moments that we’ll be able to cherish forever. I honestly did not expect that level of attention and care. The boat ride itself was fantastic, but it was the captain’s professionalism, kindness, and genuine effort to make my wife’s birthday special that truly stood out. You could tell he genuinely cared about making sure we had an incredible experience. We couldn’t have asked for a better way to celebrate such a special milestone. Highly recommend this private boat experience to anyone looking for exceptional service, beautiful memories, and a truly special day.

  2. RM

    Robert

    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    You get the total experience when you sail with Captain Charlie and the sailboat Daffy. There is the harbor tour when leaving and returning from the ocean cruise. That is followed by an enjoyable sail off the South Florida coast--accompanied by knowledgeable commentary by Captain Charlie. He is also a most skilled sailor, as demonstrated when he outran a developing squall line to return us safe and dry to the harbor. Our group highly endorses a sailing engagement with the sailboat Daffy and Capt'n Charlie!

  3. VC

    Valerie

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

    We had an absolutely amazing time with the captain and crew on Eden Luca blue. We were a group of 10 to celebrate a friend with a getaway in Aruba- and our boat trip with Eden Luca was the highlight of our trip. The crew was easy to communicate with before and the day of the trip. The soft boat deck covers for walking outside were particularly lovely - lots of seating space on the upper deck and large lounge cushions on the bow. The interior was a little dated but the crew was incredible and made sure our whole party had the best time. Our boat trip was by far the highlight of the trip!! 110%recommend.

  4. LB

    Le Sage

    56' SeaRay Yacht in New York!

    I loved it. The trip was very smooth. The communication was excellent. The timing was perfect.

  5. 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!

  6. JT

    Juan

    BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

    Very fun boat! Does get a bit shaky on water. Not any water activities so we brought our own floaties. Music loud throughout boat. Also includes 2 beds downstairs. Do wish there was some nausea medication on board and floaties or paddles