Destinations

Come Explore the World With Us

Whether you are an Outbound Sailing student, alumni, or simply seeking an unforgettable charter vacation, we invite you to join us in exploring some of the world's most breathtaking sailing destinations. We are passionate about creating extraordinary experiences on the water, combining adventure, relaxation, and cultural immersion to make every voyage truly special.
Our carefully curated destinations offer something for everyone, from the idyllic beaches and vibrant marine life of the Caribbean to the rich history and stunning landscapes of the Mediterranean. Imagine snorkeling in the crystal-clear waters of the Bahamas, exploring ancient ruins in Greece, or sailing through the pristine fiords of New Zealand. Each location promises unique adventures and unforgettable memories.
Embark on a journey with Outbound Sailing and discover the unparalleled beauty and excitement that these incredible destinations have to offer.

Locations / Destinations

Lake Travis, Texas

Located in beautiful Lakeway and close to iconic Austin, Texas.
Beautiful Lake Travis is an ideal place to learn, practice, and enjoy sailing. Even now when the lake level is down nearly 50’ most of the lake is easily accessible for sailing with a few spots that are still 100’ deep!
Lake Travis is also known (infamous) for the shifty winds that keep you on your toes. This environment allows you to learn faster than other environments where the winds are consistently in the same direction and speed. No matter your skill level, the time of year, or if in light or heavy winds, sailing on Lake Travis will always test and improve your skills.
Our home base location in central Texas gives us year round sailing conditions. Sail on the 4th of July or Christmas Day! If you are interested in day or sunset charters on Lake Travis, contact us and we can discuss a personalized charter just for you!
Lake Travis
U.S. Virgin Islands

U.S. Virgin Islands

Adventure Learning Vacation classes or Charter Vacations in the U.S. Virgin Islands.
A premier destination for bareboat chartering, offering a unique blend of stunning natural beauty, ideal sailing conditions, and rich cultural experiences. The crystal-clear turquoise waters and pristine beaches of islands like St. Thomas, St. John, and St. Croix create a picturesque backdrop for your sailing adventure. With numerous sheltered bays, calm seas, and consistent trade winds, the sailing conditions are perfect for both novice and experienced sailors. You can explore a variety of vibrant coral reefs and marine life, making every anchorage a potential snorkeling or diving paradise.

Spanish Virgin Islands

Adventure Learning Vacation classes or Charter Vacations in the Spanish Virgin Islands.
Located just east of Puerto Rico, are an exceptional destination for bareboat chartering, offering an untouched and tranquil sailing experience. With their pristine waters, secluded anchorages, and unspoiled natural beauty, these islands provide a serene escape from the more crowded sailing destinations. The islands of Culebra and Vieques are renowned for their breathtaking beaches, such as Flamenco Beach and Playa Negra, where you can enjoy powdery white sand and crystal-clear waters. The sailing conditions are ideal, with consistent trade winds and calm seas, making it a perfect spot for both novice and experienced sailors to explore.
Spanish Virgin Islands
British Virgin Islands

British Virgin Islands

Adventure Learning Vacation classes or Charter Vacations in the British Virgin Islands.
Widely regarded as one of the best sailing destinations in the world, making them an ideal location for a bareboat charter. With over 60 islands and cays to explore, each offering its unique charm and beauty, the BVI provide endless opportunities for adventure. The consistent trade winds and calm seas create perfect sailing conditions for both beginners and seasoned sailors. Iconic spots like the Baths on Virgin Gorda, the famous Willy T floating bar, and the tranquil anchorages at Jost Van Dyke ensure that your sailing itinerary will be filled with breathtaking sights and unforgettable experiences.

Bahamas

Adventure Learning Vacation classes or Charter Vacations in the Bahamas.
The Bahamas is an extraordinary destination for bareboat chartering, offering sailors a paradise of clear turquoise waters, pristine beaches, and diverse marine life. With over 700 islands and cays to explore, each with its unique character, the Bahamas provides an expansive and varied sailing experience. The Exumas, in particular, are a favorite among sailors, featuring stunning anchorages like Staniel Cay and Warderick Wells. Here, you can snorkel in the vibrant coral reefs, swim with nurse sharks, and visit the famous swimming pigs of Big Major Cay. The shallow, protected waters and consistent easterly trade winds make the Bahamas an accessible and enjoyable sailing destination for sailors of all skill levels.
Bahamas
St. Vincent and the Grenadines

St. Vincent and the Grenadines

Adventure Learning Vacation classes or Charter Vacations in St. Vincent and the Grenadines.
St. Vincent and the Grenadines is an exceptional destination for a bareboat charter, offering a pristine and unspoiled sailing experience. This stunning archipelago is known for its breathtaking scenery. Lush green islands, crystal-clear turquoise waters, and vibrant marine life all surround you. The sailing conditions are ideal, with steady trade winds and calm seas, making it a perfect destination for sailors. The islands are relatively close to each other, allowing for easy and enjoyable island hopping.

Greek Islands

Adventure Learning Vacation classes or Charter Vacations in Greece.
The Greek Islands offer a spectacular destination for bareboat chartering, combining stunning natural beauty, rich history, and vibrant culture. With over 6,000 islands and islets scattered across the Aegean and Ionian Seas, the diversity of landscapes and experiences is unparalleled. The Cyclades, Dodecanese, and Ionian Islands each have their unique charm, with pristine beaches, crystal-clear waters, and picturesque villages. The consistent Mediterranean climate, with its reliable winds and calm seas, creates ideal sailing conditions for all levels of sailors. You can anchor in secluded bays, swim in turquoise waters, and explore ancient ruins, all while enjoying the breathtaking scenery that the Greek Islands are famous for.
Greek Islands
Croatia

Croatia

Adventure Learning Vacation classes or Charter Vacations in Croatia.
Croatia is a premier destination for bareboat chartering, renowned for its stunning Adriatic coastline, clear blue waters, and over 1,000 picturesque islands. The sailing conditions are ideal, with gentle winds, calm seas, and numerous safe harbors and anchorages, making it an excellent choice for both novice and experienced sailors. The Dalmatian Coast, in particular, is famous for its breathtaking beauty and diverse sailing opportunities. You can explore historic cities like Split and Dubrovnik, anchor in charming fishing villages, and discover hidden coves and pristine beaches on islands like Hvar, Korčula, and Vis. The natural beauty and variety of landscapes ensure that your sailing adventure in Croatia will be filled with memorable and picturesque experiences.

French Polynesia / Tahiti

Adventure Learning Vacation classes or Charter Vacations in French Polynesia / Tahiti.
French Polynesia, particularly Tahiti, is a dream destination for bareboat chartering, offering unparalleled beauty and an exotic sailing experience. The region's crystal-clear lagoons, vibrant coral reefs, and lush volcanic islands create a mesmerizing backdrop for your sailing adventure. The consistent trade winds and calm, warm waters provide ideal sailing conditions, making it accessible for both novice and experienced sailors. Iconic islands like Bora Bora, Moorea, and Raiatea are renowned for their breathtaking scenery, abundant marine life, and pristine anchorages. Whether you’re snorkeling with manta rays, exploring hidden coves, or simply relaxing on a secluded beach, French Polynesia offers a paradise-like setting that guarantees a memorable sailing journey.
French Polynesia / Tahiti
New Zealand

New Zealand

Adventure Learning Vacation classes or Charter Vacations in New Zealand.
New Zealand is a fantastic destination for bareboat chartering, offering a diverse range of sailing experiences amid some of the world's most stunning natural landscapes. The country's extensive coastline and numerous islands provide a plethora of anchorages, from the sheltered bays of the Bay of Islands to the dramatic fjords of Fiordland. The sailing conditions are varied and exciting, with steady winds and clear waters, making it suitable for sailors of all skill levels. As you navigate through the pristine waters, you'll encounter beautiful beaches, lush forests, and unique wildlife, creating a truly immersive and scenic adventure.

Whitsunday Islands / Australia

Adventure Learning Vacation classes or Charter Vacations in Whitsunday Islands / Australia.
The Whitsunday Islands, located off the coast of Queensland, Australia, are an exceptional destination for bareboat chartering, offering some of the world's most spectacular sailing conditions. This stunning archipelago of 74 islands is renowned for its crystal-clear turquoise waters, pristine white sand beaches, and vibrant coral reefs. The protected waters of the Great Barrier Reef create calm seas and consistent winds, making it an ideal location for sailors of all skill levels. Iconic spots such as Whitehaven Beach, with its powdery silica sand, and the diverse marine life of the Coral Sea ensure that every anchorage is a unique and breathtaking experience.
Whitsunday Islands / Australia