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Find Sailing Charters Near You

4.9
(4,197 Reviews)

Page 13 of 10240 listings

Cruising Monohull In Nassau, The Bahamas!
Sailing in Nassau · 26 guests

Cruising Monohull In Nassau, The Bahamas!

4.2
$140person
''Marathon Traveller'' Robertson & Caine Leopard 44 Cruising Catamaran Rental in Marathon, Florida
Sailing in Marathon · 6 guests

''Marathon Traveller'' Robertson & Caine Leopard 44 Cruising Catamaran Rental in Marathon, Florida

New
$344hour
Private Catamaran Charter in Marathon
Sailing in Marathon · 6 guests

Private Catamaran Charter in Marathon

5.0
Snoozed - Active 03 May 2024
"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
Sailing in Key West · 6 guests

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

New
$351hour
Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250hour
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475-$950hour
41' Island Trader Ketch in Key West, Florida!
Sailing in Stock Island · 6 guests

41' Island Trader Ketch in Key West, Florida!

4.9
$162-$199hour
Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$175-$200hour
Sail in Exuma on a 2006 McGregor 26M Sailboat
Sailing in Exuma · 4 guests

Sail in Exuma on a 2006 McGregor 26M Sailboat

New
Snoozed - Active 02 Jan 2025
All-Inclusive Private Yacht 62' Luxury Sunreef Yacht *Captain & Chef* in Bahamas
Sailing in Rokers Point Settlement · 25 guests

All-Inclusive Private Yacht 62' Luxury Sunreef Yacht *Captain & Chef* in Bahamas

New
$800hour
Bahamas Adventure : Boat + Captain + Chef + Meals + Excursions + Toys + Fuel
Sailing in George Town · 6 guests

Bahamas Adventure : Boat + Captain + Chef + Meals + Excursions + Toys + Fuel

New
$200-$250hour
Sunset Sailing and Tours Catamaran in Flower Mound, Texas
Sailing in Flower Mound · 8 guests

Sunset Sailing and Tours Catamaran in Flower Mound, Texas

New
$125hour
Tahoe 200S Wake Surfing & Tubing Boat - Lake Waxahachie! Kid Friendly!
Powerboats in Waxahachie · 7 guests

Tahoe 200S Wake Surfing & Tubing Boat - Lake Waxahachie! Kid Friendly!

New
$125hour
Charter 40ft Norseman Catamaran in Kemah, Texas!
Sailing in Seabrook · 12 guests

Charter 40ft Norseman Catamaran in Kemah, Texas!

New
$331hour
Sail Aboard Seazure, 39ft
Sailing in Seabrook · 6 guests

Sail Aboard Seazure, 39ft

New
$82-$127hour
Charter 39ft 'Two J Birds' Beneteau Sailboat In Kemah, Texas
Sailing in Seabrook · 8 guests

Charter 39ft 'Two J Birds' Beneteau Sailboat In Kemah, Texas

New
$82-$109hour
Charter 43ft 'Tranquility' Hunter Sailing Yacht In Kemah, Texas
Sailing in Seabrook · 8 guests

Charter 43ft 'Tranquility' Hunter Sailing Yacht In Kemah, Texas

New
$140-$175hour
Rent 26ft 'Takin Names' Colgate Sailboat In Kemah, Texas
Sailing in Seabrook · 6 guests

Rent 26ft 'Takin Names' Colgate Sailboat In Kemah, Texas

5.0
$45-$69hour
Hunter 'Legend' Sailboat, 36ft
Sailing in Seabrook · 8 guests

Hunter 'Legend' Sailboat, 36ft

New
$151-$199hour
Large Catamaran Captain Training on 46' Lagoon 450!
Tours in Kemah · 6 guests

Large Catamaran Captain Training on 46' Lagoon 450!

New
$163hour
46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay
Sailing in Kemah · 12 guests

46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay

New
$299hour
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
$300hour
Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!
Sailing in Clear Lake Shores · 6 guests

Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!

5.0
$180hour
34' Cruiser Sailboat in Clear Lake/Galveston Bay
Sailing in Kemah · 6 guests

34' Cruiser Sailboat in Clear Lake/Galveston Bay

5.0
$150hour

Local Sailing Reviews

  1. MS

    Mary

    Private Catamaran Charter in Marathon

    We had the most beautiful day on the water with Jack. Weather was perfect. So relaxing. Just sat back and enjoyed. We saw dolphins a few times. We got to take in the most beautiful sunset ever. Highly recommend Jack as your captain!!

  2. Sean

    Sean

    Cruising Monohull In Nassau, The Bahamas!

    What an amazing day. They crew was incredible. Attentive, engaging, thorough, just awesome. Not only did we snorkel on a great reef, have our own private beach to relax on, have a shark circle us...but we saw a solar eclipse on a boat, in the middle of the Bahamas. That's truly a once in a lifetime experience. We will be back!

  3. JW

    Jacki

    Cruising Monohull In Nassau, The Bahamas!

    This was the highlight of our cruise!! It was the perfect way to spend the day at Nassau. We had a large group (16 adults, 3 children) and everyone had a great time! From booking to the end of the trip, it was all handled in such a friendly and professional manner! Next time we are in Nassau, we will use them again!!

  4. LR

    Lori

    Luxury Sailing Catamaran in Key West

    Awesome boat!! Ashley was very helpful and easy to communicate with. Nils, the captain was very welcoming and informative as we cruised around looking for sea life. We saw turtles, dolphins and even a hammerhead shark. It was such a relaxing day. Thanks Ashley and Nils for making our day great.

  5. JA

    Jody

    Luxury Sailing Catamaran in Key West

    Five stars isn't enough! The catamaran is beautiful, and the crew was extremely accommodating. Captain Nils and First Mate Patrick are top notch seamen and gentlemen to boot. Took us to all the best spots to enjoy the beauty and majesty of Key West!!! We cant recommend them highly enough!

  6. LO

    Lucy

    47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay

    We had a great time with Terry and Wayne! Terry is a professional captain, very friendly and accommodating since we arrived at the decking station. We are looking into sailing lessons with him! The ship is also great and has an interesting story behind it, book your trip with them to find out more!