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    Find Sailing Charters Near You

    4.9
    (4,349 Reviews)

    Page 13 of 10 • 240 listings

    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
    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
    "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
    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
    Bennington 24' Pontoon to Enjoy Lake Austin!
    Powerboats in Austin · 8 guests

    Bennington 24' Pontoon to Enjoy Lake Austin!

    5.0
    $125hour
    PIRATE Tall Ship (Private Charters) in Nassau
    Events in Nassau · 400 guests

    PIRATE Tall Ship (Private Charters) in Nassau

    4.0
    $2,100hour
    Week long Cruise Only - 65' Cruising Catamaran
    Sailing in Nassau · 12 guests

    Week long Cruise Only - 65' Cruising Catamaran

    New
    $2,565day
    ALL INCLUSIVE Private Day and Overnight Charters
    Sailing in Nassau · 28 guests

    ALL INCLUSIVE Private Day and Overnight Charters

    New
    $700hour
    55' Luxury All Inclusive Private Sailing Catamaran With Captain & Chef 5 cabin
    Sailing in Nassau · 12 guests

    55' Luxury All Inclusive Private Sailing Catamaran With Captain & Chef 5 cabin

    New
    $800hour
    ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura
    Sailing in Nassau · 40 guests

    ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

    5.0
    $960hour
    All-Inclusive Private Yacht Charter on 62' Luxury Sunreef Yacht *Captain & Chef*
    Sailing in Nassau · 25 guests

    All-Inclusive Private Yacht Charter on 62' Luxury Sunreef Yacht *Captain & Chef*

    New
    $800hour
    Catamaran Lagoon 62’ 2019 for a week in Bahamas. Nassau, Exumas and more
    Sailing in Nassau · 8 guests

    Catamaran Lagoon 62’ 2019 for a week in Bahamas. Nassau, Exumas and more

    New
    Best of 2023
    $1,210hour
    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence
    Sailing in Nassau · 10 guests

    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence

    New
    Best of 2023
    $1,210hour
    Charter Cruising Monohull In Nassau & Paradise Island, The Bahamas!
    Sailing in Nassau · 12 guests

    Charter Cruising Monohull In Nassau & Paradise Island, The Bahamas!

    4.7
    $140person
    Bahamas Sunset Sailing Cruise
    Powerboats in Nassau · 8 guests

    Bahamas Sunset Sailing Cruise

    New
    $325hour
    Center Console Private Bahamas Boat Charter
    Powerboats in Nassau · 14 guests

    Center Console Private Bahamas Boat Charter

    New
    $325-$375hour
    Tutrles, Snorkeling Beach day!
    Powerboats in Nassau · 18 guests

    Tutrles, Snorkeling Beach day!

    New
    $150person
    Pigs, Turtles, Snorkeling Beach Day
    Powerboats in Nassau · 18 guests

    Pigs, Turtles, Snorkeling Beach Day

    New
    $225person
    3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests
    Sailing in Nassau · 12 guests

    3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests

    New
    $300person
    Cruising Monohull In Nassau, The Bahamas!
    Sailing in Nassau · 26 guests

    Cruising Monohull In Nassau, The Bahamas!

    4.3
    $140person
    Day sailing tours Bras d'Or Lake, Nova Scotia
    Sailing in Saint Peter's · 6 guests

    Day sailing tours Bras d'Or Lake, Nova Scotia

    New
    $91-$116hour
    25' Eco Tour Charter in Nova Scotia, Canada
    Tours in Saint Peter's · 4 guests

    25' Eco Tour Charter in Nova Scotia, Canada

    New
    $18-$109hour
    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

    Local Sailing Reviews

    1. Quincy

      Quincy

      ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

      20/10 experience, the pictures doesn’t not the catamaran justice. Super spacious, clean, and beautiful. Had a group of 21 and it was able to accommodate everybody easily. Food and the service were nothing short of spectacular! Definitely recommend

    2. SA

      Sophia

      Bennington 24' Pontoon to Enjoy Lake Austin!

      Howard was accommodating, friendly and enthusiastic. He was flexible with us on drop off and pick up locations and had great communication! Highly recommend.

    3. 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.

    4. 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!

    5. AW

      Alexandra

      ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

      Our tip was amazing! The crew was incredible and they made sure we had a great time. Rebecca's meal was wonderful! We had a blast on the jetski, visiting the pigs, and dancing, as well as being able to relax and enjoy the sun. Thank you for making sure we all had the best day. I highly recommend booking with Rebecca! Communication was great and she was so accommodating. Thank you!

    6. AW

      Alice

      ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

      Rebecca and Max were excellent friendly hosts! The tour around the islands were phenomenal with the perfect amount of time between the islands and the food prepared by Rebecca was phenomenal. For a relaxing trip on a super clean and spacious cataraman, this is highly recommended.

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