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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,479 Reviews)

Page 6 of 41 • 973 listings

Premium Sunset Sailing on a True WestSail 43ft Yacht
Sailing in San Diego · 6 guests

Premium Sunset Sailing on a True WestSail 43ft Yacht

5.0
$200/hour
$650hr | 12 Guests | SLX400
Events in Washington · 13 guests

$650hr | 12 Guests | SLX400

4.5
Superowner
$700/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
New 2023 29ft Speedboat | Up to 12 | Cholón Party, Rosario Islands & Bathroom
Powerboats in Cartagena · 10 guests

New 2023 29ft Speedboat | Up to 12 | Cholón Party, Rosario Islands & Bathroom

4.9
$70/hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/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
🛥️ 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
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
$268+/hour
Private Deep-Sea Fishing Cabo Rojo, Dominican Republic
Fishing in Dominican Republic · 4 guests

Private Deep-Sea Fishing Cabo Rojo, Dominican Republic

New
$300/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
$550/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
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191/hour
56' SeaRay Yacht in New York!
Events in Brooklyn · 12 guests

56' SeaRay Yacht in New York!

4.8
$475/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
$388/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
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
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
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
Fountaine Pajot Saba 50 – Luxury Catamaran Charter Experience
Sailing in Cartagena · 30 guests

Fountaine Pajot Saba 50 – Luxury Catamaran Charter Experience

New
Superowner
$425/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
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
Limited Availability
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

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. JB

    Jayne

    Premium Sunset Sailing on a True WestSail 43ft Yacht

    The most unbelievable trip with our friends for my birthday!!!! Would HIGHLY recommend for anyone!!

  5. Kathy

    Kathy

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

    A glorious day at sea! Do yourself a favor and book this experience! You won’t regret it! Feeling at ease on the water and really enjoying the element was what were were striving for! As a local realtor, I make sure to enjoy what this beautiful place has to offer and this is one of them!

  6. AH

    Andrew

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

    This was a charter to remember. Charles makes the trip, with humor, attention to detail and professionalism. While he has conducted over 1100 charters, he still makes you feel valued and at ease. We had a delightful time on a perfect day and were even lucky enough to see dolphins. A rare treat. I have chartered many boats and cannot recommend him highly enough.