JavaScript seems to be disabled in your browser.

You must have JavaScript enabled in your browser to utilize the functionality of this website. Click here for instructions on enabling javascript in your browser.

Sailing Trips

Show: 

Result Pages:
Anguilla Half-Day Sail and Snorkel Adventure to Little Bay

Anguilla Half-Day Sail and Snorkel Adventure to Little Bay

Indulge in an authentic sailing experience on a classic Caribbean "Rum Runner" of yesteryear as Tradition sails to one of Anguilla's…



Aruba Sailboat Rental with Captain or Instructor Option

Aruba Sailboat Rental with Captain or Instructor Option

With north-easterly trade winds of 20 plus knots, Aruba is the perfect place to for sailing. Would-be sailors can embark…



Aruba Sunset Sail Experience

Aruba Sunset Sail Experience

Unwind and end your day on a high note with this relaxing cruise. Climb aboard a comfortable open-deck catamaran and…



Barbados Catamaran Snorkeling Cruise

Barbados Catamaran Snorkeling Cruise

Take a fun and relaxing catamaran cruise along the west coast of Barbados! On board a spacious schooner, sail to…



Bermuda Catamaran Sail and Snorkel Tour

Bermuda Catamaran Sail and Snorkel Tour

Get the most out of your time in Bermuda with a 3.5-hour sail on a pink catamaran. Your captain makes…



Bermuda Sunset Cocktail Cruise

Bermuda Sunset Cocktail Cruise

Start a night out in Bermuda the right way with a 1.5-hour sunset cocktail cruise aboard a 50-foot catamaran. Sunsets…



Caribbean Dinner cruise

Caribbean Dinner cruise

This 2.5 hour relaxing sail combines a sunset sail with Caribbean casual dinner, open bar and includes a live steel…



Catalina Island Sailing

Catalina Island Sailing

Enjoy a pleasant cruise on a catamaran through the crystal clear waters of the Caribbean sea along the Casa de…



Catamaran and Snorkeling Day Trip to Catalina

Catamaran and Snorkeling Day Trip to Catalina

Leaving from Bayahibe or Punta Cana hotels, you'll navigate on board a catamaran to Catalina, the jewel of the Caribbean Sea.…



Catamaran Day Trip to Saona

Catamaran Day Trip to Saona

Leaving from Bayahibe or Punta Cana hotels, you'll travel by catamaran to the most beautiful island of the Dominican Republic:…



Catamaran Dolphin Sunset Cruise

Catamaran Dolphin Sunset Cruise

Welcome aboard the “DOLPHIN”! Whether you join us for an exciting snorkeling cruise or a breathtaking sunset sail we’ll make…



Champagne Sunset Cruise in St Maarten

Champagne Sunset Cruise in St Maarten

Experience the romance of a Caribbean sunset on a Champagne cruise in St Maarten. While you sail along the coast…



Day Sail with Transportation from San Juan, Condado or Isla Verde!!

Day Sail with Transportation from San Juan, Condado or Isla Verde!!

First, we sail to the paradise Island of Icacos aboard the modern, 51 ft. sailing catamaran,  SPREAD EAGLE II!  The…



Day Sail without transportation

Day Sail without transportation

First, we sail to the paradise Island of Icacos aboard the modern, 51 ft. sailing catamaran, SPREAD EAGLE II!  The brisk…



Grand Cayman Kittiwake and Reef Sail

Grand Cayman Kittiwake and Reef Sail

Take a relaxing cruise along the picturesque shores of Seven Mile Beach and enjoy some of the best snorkeling on…



Guided Hobie Snorkeling Tour

Guided Hobie Snorkeling Tour

Our guided hobie cat snorkeling tours are one of a kind. Our guides are local to the island, with unmatched…



Half Day Sail & Snorkel Cruise

Half Day Sail & Snorkel Cruise

We welcome you to join us aboard the beautiful Compass for a great sail and snorkeling to on of the…



Hobie Cat Getaway Tour to Half Moon Bay

Hobie Cat Getaway Tour to Half Moon Bay

Our guided Hobie Getaway to Half Moon Bay tours are one of a kind. Our guides are local to the…



Hobie Cat Getaway Tour to Iguana Island

Hobie Cat Getaway Tour to Iguana Island

Enjoy a tour to the famous nature reserve of Little Water Cay, locally known as “Iguana Island”. This small island…



Hobie Cat Sailing Lesson

Hobie Cat Sailing Lesson

Learn how to operate and sail a Hobie Cat Wave or Hobie Cat Getaway like a true skipper. Your expert…



Result Pages: