Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Map View

All listings in the United States

Awesome sailboat rentals in United States.

4.9

(8,244 Reviews)

Page 14 of 39 • 934 listings

Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0

$125/day

Limited Availability

Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0

$750+/hour

Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

5.0

$169+/hour

Sailing in Seattle · 47 guests

50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

4.9

$1,050/hour

Sailing in San Francisco · 42 guests

Celebrate your special event in style with a fun Cruise on SF Bay

5.0

Superowner

$650/hour

Sailing in Zona Hotelera Norte · 25 guests

41' Luxury Catamaran Private Sailing Adventure

5.0

$404/hour

Events in Cancún · 18 guests

Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

4.0

Superowner

Best of 2026

$350/hour

Powerboats in Miami · 10 guests

Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!

4.3

$100+/hour

Sailing in Marina del Rey · 6 guests

All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

5.0

$250/hour

Instant Book

Sailing in Marina del Rey · 12 guests

Sensational 39' Lagoon Sailing Catamaran Cruise along Marina del Rey

New

$279+/hour

Sailing in Brisbane · 6 guests

San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440

5.0

$250/hour

Sailing in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida

4.6

$1,300/hour

Powerboats in Cartagena · 18 guests

Luxury Catamaran Lagoon ' Capacity up to 18

5.0

Superowner

$180/hour

Sailing in Coco · 10 guests

Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste

5.0

$165/hour

Sailing in Isla Mujeres · 30 guests

Shopping Tour to Isla Mujeres, Everyday 12:30 (Shared Basis)

5.0

Superowner

$395/hour

Sailing in Long Beach · 10 guests

1980 Catalina 38ft Sparkman & Stephens Sailboat in oceanside

3.7

$120/hour

Sailing in San Francisco · 6 guests

Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco

5.0

$300/hour

Sailing in Desjardins · 5 guests

Grand Soleil 43 Sailing Experience in Québec City for 5 Guests

New

$141/hour

Sailing in Isla Mujeres · 12 guests

4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun

5.0

Superowner

$221/hour

Sailing in Tulum · 30 guests

Lagoon 42´ Catamaran - All Inclusive In Tulum

5.0

Superowner

$550+/hour

Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0

$310+/hour

Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0

Superowner

$425/hour

Events in Cabarete · 100 guests

Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!

New

Superowner

Best of 2026

$17/hour

Events in Marina · 45 guests

42' Trimaran Rental in Cabo San Lucas, Mexico

5.0

$720/hour

Top Destinations Nearby

Sailing Reviews in United States

BA
Brianne

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
We had the the most beautiful sunset cruise with Brian and their catamaran. Beyond accommodating, easy to communicate with, and a beautiful space. We had a group of 12 girls, and we felt more than comfortable relaxing, being silly- and not to mention the endless photos we asked to take. Everything you need on board with freedom to bring what you like. I could not suggest booking with Brian more!
ML
Michelle

San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440
Excellent trip with Captain Joseph! He was so easy to plan the itinerary with beforehand and very fun on board. He made us feel safe and we had a wonderful time sailing around the bay with friends and our dogs! Would go out again with Captain Joseph soon! Definitely a wonderful trip and gorgeous and cozy boat.
Laura

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
I would highly recommend sailing with Captain Steve! He is extremely knowledgeable and an excellent sailor. We loved our sail with him!
Sara

No Rush Sailing Tours
Wonderful afternoon with our family! 5 star experience. It was the perfect day on the water drinking rum punch, eating fresh conch ceviche, & seeing rays & sharks! Thank you Captain Steve for helping us create special family memories :)
Leatrice

No Rush Sailing Tours
My friends and I enjoyed our experience. Captain Steven communication was excellent, as he always responded right away. The day of our boat rental, rain was in the forecast and he gave us a few options, although we decided to continue with our original plans, we appreciated the opportunity to make changes. I would definitely rent from Captain Steven in the future.
LE
Lara

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
My girlfriends and I had the best time celebrating a bachelorette party with Captain Brian and his beautiful boat! From the very start Brian had quick communication and was helpful answering our questions. The actual boat was so nice, with a rustic charm. It comfortably fit all 10 girls. Brian made the day extra special - he’s so kind and fun. Would definitely recommend to this others and even hope to do another trip again!