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Find Sailing Charters Near You

4.9
(4,327 Reviews)

Page 6 of 10240 listings

40 ft Luxury Catamaran Sailing Yacht in Charleston
Sailing in Mount Pleasant · 6 guests

40 ft Luxury Catamaran Sailing Yacht in Charleston

5.0
Superowner
$275hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

New
$190hour
FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
Sailing in Folly Beach · 6 guests

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

New
$175person
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
$190hour
Sailing Catana 431 Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

Sailing Catana 431 Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0
$350hour
Sail the Adirondack Mountain Lakes
Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New
$160hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$145person
26ft Beach Cat Private Charter in Savannah GA
Powerboats in Savannah · 20 guests

26ft Beach Cat Private Charter in Savannah GA

5.0
$350hour
SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat
Sailing in New York · 6 guests

SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat

New
$150hour
Hunter 170 Sailboat with Honda motor in Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Hunter 170 Sailboat with Honda motor in Sag Harbor, New York

New
$129hour
Hobie One 12 ft Sailboat for rent in Sag Harbor
Sailing in Sag Harbor · 3 guests

Hobie One 12 ft Sailboat for rent in Sag Harbor

New
$99hour
A Luxuriously Appointed Schooner Perfect for Casual Sails and Events  up to 41
Sailing in Sag Harbor · 41 guests

A Luxuriously Appointed Schooner Perfect for Casual Sails and Events up to 41

5.0
$1,200hour
A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups
Sailing in Sag Harbor · 25 guests

A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups

5.0
$600hour
Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

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

5.0
$300hour
40' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 6 guests

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

New
$600hour
42' Catalina Sailing Yacht in the Hamptons - 3 Hours
Events in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 3 Hours

New
$350hour
42' Catalina Sailing Yacht in the Hamptons - 4 Hours
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 4 Hours

5.0
$325hour
Sail on a classy and fast Sailing Yacht in the Hamptons, New York
Sailing in East Hampton · 6 guests

Sail on a classy and fast Sailing Yacht in the Hamptons, New York

New
$300hour
Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0
$150person
Tanzer 26' Small Sailboat for Day in Charlotte
Sailing in Charlotte · 6 guests

Tanzer 26' Small Sailboat for Day in Charlotte

5.0
$350day
22ft Catalina Daysailer Boat Rental in Montauk, New York
Sailing in Montauk · 5 guests

22ft Catalina Daysailer Boat Rental in Montauk, New York

New
$125-$145hour
40' Sailing Catamaran for charter in Montauk
Sailing in Montauk · 8 guests

40' Sailing Catamaran for charter in Montauk

New
$300hour
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$200-$215hour
1976 Classic Sailboat Charter out of Burlington Harbor
Sailing in Burlington · 4 guests

1976 Classic Sailboat Charter out of Burlington Harbor

5.0
$80-$100hour

Local Sailing Reviews

  1. KD

    Kacie

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    We had such a great time! We did this as part of our honeymoon trip and it was very relaxing and romantic. Todd & Kathy were great hosts and also helped us coordinate catering for our boat ride. They gave us time to swim and also explained some of the historical sites that we could see from the boat. I would book this boat again!

  2. JH

    Jessica

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    Chartered Everything Zen for my friends bachelorette party this weekend and we could not have asked for a better time! The kindness and attentiveness we were given by captain Todd and Kathy was off the charts. Not to mention how beautiful the boat is. Anytime I return to Charleston I will be chartering Everything Zen because nothing else would even come close to compare. Thank you so much for such a fun time!!!

  3. EL

    Evalyse

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    This was a 10/10, absolutely perfect experience. From my first interaction inquiring about availability Todd was exceptionally responsive, helpful and professional. The boat was pristine and even better than we were expecting. Kathy shared so much local knowledge and answered all of our questions with genuine enthusiasm and appreciation for the history of this area. She pointed out the best photo spots and views of the surrounding towns. We were even lucky enough to have Madison onboard which was the cherry on top; she made us feel like we were old friends from the second we stepped onboard and left us with a slew of recommendations for places to visit on the remainder of our stay in Charleston. I cannot recommend this crew and experience enough - if you are considering, just book it!!

  4. Lynn

    Lynn

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    Captain Todd & his wife Cathy are amazing. They’re knowledgeable about the area, history, & upcoming developments. Super nice people & a beautiful sailing yacht. This was our first time sailing, I highly recommend booking a charter with them if you ever get the chance. We loved it & would absolutely sail with them again!

  5. AZ

    Alex

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    Todd & Cat were fantastic hosts. The boat was beautiful, clean, and spacious for our 6-person bachelorette party. We were even able to swim and jump off the boat. This was the highlight of our bachelorette party and we highly recommend booking Todd’s boat for anyone in Charleston!

  6. Ron

    Ron

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    beautiful boat and an overall wonderul experience. Todd was excellent on pre-departure information and very responsive. The boat was stocked with the essentials and was all around beautiful. They were both knowledgeable about the area and created an experience that we all loved. I would highly recommend.