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Yacht sailing holidays & skippered tours in the Bahamas

Yacht sailing holidays & skippered tours in the Bahamas

Discover the magic of catamaran holidays in the Bahamas! Get onboard with a local skipper and live a unique adventure with your crew: learn to sail, explore incredible places, recharge your batteries and experience the local culture & gastronomy.

  • Sailing Holidays
  • Caribbean
  • Bahamas

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • PREMIUM 16 reviews
    confirmed

    EXUMA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 11 November - 7 nights
    Bahamas Caribbean
    Join in on this experience!
    1.795€ Per person
  • PREMIUM 16 reviews
    confirmed

    EXUMA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 18 November - 7 nights
    Bahamas Caribbean
    Join in on this experience!
    2.140€ Per person
  • PREMIUM 16 reviews
    confirmed

    EXUMA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 25 November - 7 nights
    Bahamas Caribbean
    Join in on this experience!
    1.795€ Per person
  • PREMIUM 16 reviews
    confirmed

    EXUMA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 2 December - 7 nights
    Bahamas Caribbean
    Join in on this experience!
    1.795€ Per person
  • PREMIUM 16 reviews
    confirmed

    EXUMA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 9 December - 7 nights
    Bahamas Caribbean
    Join in on this experience!
    1.795€ Per person
  • PREMIUM 16 reviews
    confirmed

    EXUMA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 16 December - 7 nights
    Bahamas Caribbean
    Join in on this experience!
    1.795€ Per person
  • 1
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Why you should book a holiday with Sailsquare?

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25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.

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Get onboard solo, with your family, or your friends

Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.

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Discover who’s already onboard

Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.

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Sailing holidays that suit all budgets

Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!

Reviews - Yacht sailing holidays & skippered tours in the Bahamas

13 reviews
20 / 10
Laura S.

Laura S.

review about Cruise 8 days on a Catamaran with hostess in Bahamas - All Inclusive February 2019

10 / 10
I left alone and not being a dragon in English I could have had some difficulties. Instead the availability, the sympathy and the professionalism of the crew immediately put me at ease. Holiday higher than expectations, both for the services offered, both for the boat equipped with every comfort, both for the staff and for the itinerary carried out. To be repeated!
Sergio V.

Sergio V.

review about ABSOLUTE DISCOVERY - Bahamas Exuma Cays in Catamaran April 2018

10 / 10
Also in this second holiday experience with Fabiano I had the opportunity to appreciate his professionalism, experience and sympathy. I hope to be able to sail by your side again soon! Good wind :-)
Francesca B.

Francesca B.

review about ABSOLUTE DISCOVERY - Bahamas Exuma Cays in Catamaran April 2018

10 / 10
Wonderful holiday! Amazing places, gorgeous crew and extremely knowledgeable skipper. Thank you
Fabiano C.

Fabiano C.

review about ABSOLUTE DISCOVERY - Bahamas Exuma Cays in Catamaran April 2018

10 / 10
Mythical Sergio! Together we sailed the difficult seas of the Bahamas. Thanks to his competence and his charisma we had fun juggling fjords and channels of very complex currents, in total serenity! Thanks Sergio
Fabiano C.

Fabiano C.

review about ABSOLUTE DISCOVERY - Bahamas Exuma Cays in Catamaran April 2018

10 / 10
Great Goffredo! We sailed together in the aradiso of the Bahamas. Thanks to his help we had an easy life in managing navigation in the difficult waters of the Caribbean. Thanks Goff!!
Fabiano C.

Fabiano C.

review about ABSOLUTE DISCOVERY - Bahamas Exuma Cays in Catamaran April 2018

10 / 10
Great Luke! Together we sailed in the paradise of the Bahamas and thanks to his expertise we extricated ourselves with great success in the difficult seas of the Caribbean. Also excellent in the management of its crew, boat and activity both in the water and on land. What can I say... A true Commander!
Federico D.

Federico D.

review about Absolute Sailing - Flottilla in the Bahamas April 2017

10 / 10
Andrea is an EXCEPTIONAL skipper. The best I've had on par with Ale Z. Plus fishing and cooking then over the top!
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8 reasons to choose the Bahamas for your next sailing holiday

  • Explore the coral-based archipelago’s more than 700 islands and 100,000 square mile area of Caribbean Ocean.
  • Dive in the famous spots of the Abacos.
  • Explore the raw beauty of the Berry Islands.
  • Experience some of the best sailing in the Caribbean around the Exumas.
  • Trade the Winter chill for a beautiful, warm Caribbean paradise.
  • Enjoy the freshest of seafood as the sunsets beyond the ocean.
  • Relax on the netting of a catamaran as you enjoy the fresh Caribbean sea air.
  • See rare and beautiful fish and marine wildlife.

The best places to visit when visiting the Bahamas on a sailboat or catamaran:

The Bahamas is made up of over 700 islands, with more than 2,000 islets and cays that are scattered over a 100,000 square mile area of the Caribbean Ocean. The archipelago is home to miles of white (and pink) sand beaches, stunning coral reefs, some spectacular wreck dive sites, rare bird watching opportunities, and what is said to be the clearest waters in the world.

Aboard a sailboat or catamaran with a local skipper you will be well-equipped to discover all of the splendours of the Bahamas. Whether you are exploring the waters of Bimini, the Berry Islands, Andros, Nassau & Paradise Island, Eleuthera & Harbour Island, Exumas, Cat Island, Long Island, Ragged Island, San Salvador, Rum Cay, Acklins & Crooked Island, Mayaguana, or Inagua, you will find beauty and a unique sailing holiday.

Must-see destinations of the Bahamas

The Abacos are one of the Bahamas most popular archipelagos for both beginners and the more experienced sailors. The islands are home to the picturesque settlements of Marsh Harbour and Hope Town. You can find a number of excellent diving sites and coral reefs in areas such as the Pelican Cays Land and Sea Park. You have the opportunity to see wildlife such as turtles, eagle rays, and sharks in the Walker’s Cay National Park to the northwest.

Then you have the archipelago of the Berry Islands, part of the Out Islands, are a destination for those looking for a little more peace and quiet, as most of the cays remain undeveloped. This group of 30 islands are often referred to as the “Fish Bowl of the Bahamas”, as they are home to some beautiful and rare fish, including billfish, tiger fish, wahoo, and king mackerel.

The Exumas are known by sailors as a cruising paradise, for they hold stunning beauty, snorkelling and fishing opportunities, and crucially some great sailing conditions! The archipelago is made up of a 130-mile chain and include some of the most iconic areas of the Bahamas such as Allen’s Cay, Norma’s Cay, the Thunderball Grotto of Staniel Cay, Shroud Cay, as well as the George Town Cruising Regatta in early March of each year.

Tips to help you to better plan for your next sailing holidays in the Bahamas:

The best time of year to explore the Bahamas by sailboat or catamaran is from November to May. Regarding budget, you can find all inclusive holidays in the Bahamas starting from approximately €1,200, plus your transport costs to get to and from the departure point, and other expenses that may be incurred, such as the cash float (that helps to cover variable costs eg. harbour mooring). The main international airport of the Bahamas is Lynden Pindling International Airport, which is connected with major international airports worldwide.

Suggested sailing itineraries for your next holiday with a skipper in the Bahamas:

    A week of sailing in the islands of Bahamas

    Example itinerary: Depart from the Marsh Harbour and sail gently onto the Great Guana Cay where you cam anchor into the beautiful Fishers Bay. After taking some time to explore the beach and move onto the Treasure Cay, rated one of the world’s top 10 beaches by National Geographic. Next, move onto the Man of War settlement, where you can enjoy some quiet time and enjoy some snorkelling on the side of the island.

    Then, move onto the crystal clear waters of Tahiti Beach and lunch at Hope Town - one of the most picturesque destinations in the Bahamas. After this, move onto the deserted island of Abaco and meet an abundance of marine wildlife. For your final day of the week, enjoy breakfast before returning to Marsh Harbour, with a stop off at the Matt Lowes Cay where you can swim in the Abaco Sea.

    View all sailing holidays in the Caribbean.

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