Barbados Sailing

Active Caribbean Travel Experiences  Barbados Sailing

Sail Barbados Blue Seas – Tours and Charters

Caribbean sailing provides travelers with a fun and unique way to experience tropical islands from a perspective few get to see. View Barbados from the sea and you’ll get a better appreciation of the west coast’s abundance of brilliant sandy beaches and homes frequented by the rich & famous. Sailing has a rich history in Barbados and with near constant trade-winds and calm Caribbean seas, it’s easy to see why sailing is a natural fit for Bajans.

Active Caribbean Travel Experiences  Barbados Sailing


Local catamaran operators offer a variety of luxurious sailing adventures, most involving luscious meals and free flowing rum punch. If you’re lucky, you’ll even see Barbados’ famous flying fish jumping out of the water right next to your boat. Of course, when the boats drop anchor you’ll always have clear calm warm water at your ‘back door’ to enjoy swimming with turtles and snorkeling over shipwrecks. The best Barbados sailing can be found with the tour operators below (Click on a Boat / Tour Operator name below for more details).

If you’re interested in Barbados annual Sailing events, they include:

  • The annual ‘Round Barbados’ Sailing Week, held every January
  • J24 and other regattas, typically held every April


For Barbados Sailing fun, these local Tour/Sailboat Operators will take good care of you: 

Action Charters Catamaran Sailing

  • 5 Hour Turtle Snorkel Lunch Cruise
  • 3 Hour Turtle Snorkel Cruise
  • 3 Hour Sunset Cruise (For 6 or more guests or Private Charter)
  • 4 Hour Dinner Cruise (For 6 or more guests or Private Charter)
  • Private Charters (Stiletto holds 26 People max; Supercats holds 12 People max)
Active Caribbean Travel Experiences  Barbados Sailing

Silver Moon Luxury Cruises

  • Luxury Catamaran Cruises:
    • 5 Hour Morning Sail and Swim with Sea Turtles with Lunch
    • 4 Hour Afternoon Sail and Swim with Sea Turtles with Dinner
  • Standard/Premium XL Lunch & Afternoon Cruises
  • Luxury Private Charters (up to 50 guests max)

Calabaza Sailing Cruises Barbados

  • Private and Personalized Catamaran Sailing:
    • Lunch Cruise  – 5hr Catamaran Trip
    • Sunset Cruise – Sail and Snorkel
    • Ship Shape Sailing School – Sailing Instruction
    • Slippers to Flippers – Explore Countryside and Sugar Fane fields then set Sail, See Coral Reefs and Swim with Turtles
    • Sweet Fuh Dayz – Island Tour

El Tigre Catamaran Sailing Cruises

  • 5 Hour Turtle & Shipwreck w/Lunch Cruise (36 Passenger Max)
  • 3 Hour Turtle & Shipwreck Cruise (36 Passenger Max)
  • 3 Hour Sunset Turtle & Shipwreck Cruise (12 Passenger Max)
  • 3 & 5 Hour Private Excursion Tours also Available

Good Times Catamaran Cruises

  • Private Cruise – Exclusive Catamaran Cruise with Swimming & Snorkeling
  • Adventure Cruise – Half day tour with Turtle snorkeling and Tropical Fish
  • Lunch Cruise – Day tour with Lunch, Swim with Turtles and Snorkel a Shipwreck with Tropical Fish
  • Special Charters for birthdays and special occasions available (25 Person Max)

Calypso Cruises

  • Lunch Cruise – Snorkel Reefs, Wrecks and Underwater Scenery (14 Guest Max)
  • Sunset Cruise with Snorkeling (14 Guest Max)
  • Private Cruise Charters also Available (14 or 20 Guest Max)

Cool Runnings Catamaran Sailing Cruises

  • Lunch Cruise – South-west Coast Sail plus Snorkel with Turtles & over Shipwreck
  • Sunset Snorkel Dinner Cruise – South-west Coast Sail plus Snorkel with Turtles & over Shipwreck
  • Private Cruise Packages also available

Tiami Catamaran Cruises

  • Luxury Lunch Cruise – Swim with Turtles plus Snorkel and View Tropical Reef Fish
  • Turtles At Sunset – Swim with Turtles (Includes Light Dinner)
  • Afternoon Delight –Swim with Turtles
  • Saturday Afternoon Delight Cruise / A Cruise in Bajan Culture – Enjoy a game of Dominos & Beach Cricket
  • Luxury Sunset Dinner Cruise – Swim in the Caribbean Sea
  • The Spirit Luxury Lunch Cruise – Snorkeling with Turtles
  • Private Charters also available

Seaduced Luxury Charters

  • Private Charters Themes: Private Luxury Day Sail; Life’s a Beach; Land & Sea; Spa by the Sea; Sunset Epicurean Sail; Luxury Mini Cruise
  • Semi Private Charters
    • Seaduced in Barbados
    • Seductive Sunsets
    • Sunset Epicurean Sail

Small Cats Catamaran Sailing Cruises

  • 3hr Snorkel Cruise
  • 5 hr Lunch Cruise
  • Private Charters also Available

Elegance Sailing Cruises

  • Lunch Cruise – Swim/Snorkel with the Turtles
  • Sunset Dinner Cruise – Swim/Snorkel with the Turtles
  • Private Cruise Charters also available

Ocean Daze

  • Breakfast & Lunch Cruise (12 Passenger Max) – Snorkeling Shipwrecks & Turtles with Breakfast and Lunch
  • Simply Sunset Sail (12 Passenger Max)
  • Private Luxury Charters also Available

Bolador Catamaran Cruises

  • 3 Hour Snorkeling Cruise
  • 5 Hour Snorkeling Cruise with Lunch
  • 4 Hour Dinner Cruise
  • Private Charters also available
  • Grenadine Island Charters – A Tailored Tour plus Experience Local Culture and Cuisine
  • Weekend Charters – Visit Secluded Bays, Speightstown, Local Cafes & Restaurants much more

R&R Cruising Charters

  • Lunch Cruise – All Inclusive 5hr Sail & Snorkel / Swim with the Sea Turtles
  • Sunset Cruise – Sail the West Coast
  • Dinner Cruise – Port St Charles to St Peter
  • Private Charters also Available
Active Caribbean Travel Experiences  Barbados Sailing


Also check out our Barbados Boating / Land & Sea Excursions and Fishing pages for more things to do on the waters around the island…


Back to Barbados Vacations

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Back to Caribbean Island Adventures

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