Jamaica is an island country in the Caribbean Sea that is renowned for its beautiful beaches, clear waters, and dynamic culture. Tourists seeking adventure, leisure, and exploration frequently travel there. Sailing is one of the greatest ways to appreciate Jamaica’s beauty, and there are several sailing locations to select from on the island. No matter your level of sailing experience, Jamaica has something to offer you. There are numerous possibilities to sail and explore the island’s shoreline, from the serene seas of Montego Bay to the breathtaking landscape of Port Antonio. For those wishing to live onboard and see the island from a different angle, liveaboard sailboats are also an option. To make the most of your experience while sailing in Jamaica, read this article to learn about the best sailing locations and sailboats for beginners.

Top 7 Destinations for Sailing in Jamaica

Let’s examine some of the best Caribbean locations for sailing in Jamaica in more detail.

Montego Bay

One of the major tourist areas on the island is Montego Bay, which is situated on Jamaica’s northwest coast. The region experiences a tropical environment with mild temperatures all year long and sporadic downpours.

Sailing is very popular in Montego Bay, where there are many sailing clubs and charter businesses. Visitors may go on day outings, sunset sails, or even take sailing in Jamaica lessons from qualified instructors.

There are several sights to see in Montego Bay, such as the well-known Doctor’s Cave Beach, the Montego Bay Marine Park, and the storied Rose Hall Great House.

A small, steady sailboat like the Hobie Cat 16 or Laser is suggested for novices.

Port Antonio

On Jamaica’s northeastern coast, Port Antonio is renowned for its beautiful waterfalls and thick jungles. The region experiences a tropical environment with warm temperatures and sporadic downpours.

With calm waters and a range of sailing conditions, Port Antonio provides excellent sailing opportunities. Visitors have the option to go on day trips, book overnight charters, or even take sailing lessons from qualified instructors.

The Blue Lagoon, the Rio Grande River, and the breathtaking Somerset Falls are just a few of Port Antonio’s many natural wonders.

The Lagoon 400 or the Leopard 46 are both excellent choices for someone wishing to live aboard a sailboat.


On Jamaica’s western coast, the town of Negril is renowned for its expansive sandy beaches and laid-back atmosphere. The region experiences a tropical climate with mild temperatures all year round.

For seasoned sailors, Negril is a terrific location with lots of wind and waves to keep things interesting. The adjacent reefs and coves can be explored on day tours or overnight charters.

There are several sights to see in Negril, including as the well-known Seven Mile Beach, the Negril Cliffs, and the Kool Runnings Water Park.

A sailboat with an excellent blend of speed and stability, like the Beneteau Oceanis 45 or the Bavaria Cruiser 45, is suggested for experienced sailors.

Ocho Rios

On Jamaica’s northern coast, Ocho Rios is renowned for its beautiful waterfalls and lush vegetation. The region experiences a tropical environment with warm temperatures and sporadic downpours.

With many opportunities for sightseeing and visiting local coves and beaches, Ocho Rios is an excellent destination for day vacations. Visitors have the option to go on a relaxing cruise or an exciting adventure with knowledgeable instructors.

There are several sights to see in Ocho Rios, including as the Green Grotto Caves, Mystic Mountain, and Dunn’s River Falls.

A tiny, manoeuvrable sailboat like the J/80 or the Beneteau First 20 is suggested for day outings.

Discovery Bay

About 42 miles west of Montego Bay on Jamaica’s north coast is a place called Discovery Bay. Temperatures normally range from 75 to 85 degrees Fahrenheit, and there is typically plenty of sunshine throughout the year. Rainfall is sporadic in the region, especially from June to November when hurricanes are active.

Due to its crystal-clear waters and abundant marine life, Discovery Bay is a well-liked location for snorkelling and scuba diving. The bay is a fantastic location for underwater exploration because it is surrounded by coral reefs and has a number of shipwrecks to discover. Discovery Bay offers quiet waters, beautiful scenery, and sailing that is fun.

The Green Grotto Caves, which provide a distinctive underground experience with natural forms and history, are one of Discovery Bay’s top tourist destinations. Puerto Seco Beach, with its extensive stretches of white sand and blue waters, is another well-liked location. There are local markets and businesses to explore in the town of Runaway Bay, which is very worthwhile.

A liveaboard sailboat is a great choice for snorkelers and divers because it allows for easy access to the sea and the freedom to visit various dive locations. The Moorings 5800, Lagoon 450, and Leopard 44 are a few suggested liveaboard yachts for snorkelling and diving in Discovery Bay. These sailboats provide roomy rooms, lots of space for storing diving equipment, and a relaxing sailing in Jamaica experience. There are also day trip sailboats available for lease for those seeking a more affordable choice.


Jamaica’s main city, Kingston, is renowned for its illustrious past and vibrant present. It is situated on the island’s southeast coast and is encircled by mountains. Kingston experiences a tropical climate with mild temperatures all year round.

There are day tours along the coast and longer voyages to surrounding sites available for sailing in Kingston. Additionally, there are opportunities for sailing races and competitions, as well as regattas, all year round. Dolphins, turtles, and other fish species can be seen in the seas near Kingston, which are famed for their crystal-clear blue color.

The Bob Marley Museum, which is devoted to the life and music of the well-known reggae musician, is one of the many attractions in Kingston. The Devon House, a historic estate that was formerly occupied by Jamaica’s first black millionaire, and the National Gallery of Jamaica, which exhibits the work of Jamaican artists, are two additional well-liked sights.

The Jeanneau Sun Odyssey and the Beneteau Oceanis are two sailboats in Kingston that are suggested for experienced sailors. These boats are renowned for their handling and speed, making them perfect for extended voyages and racing. To learn how to sail or to have a guided tour of the waterways near Kingston, it is advised for beginners to take lessons.

Treasure Beach

On Jamaica’s southern coast, there is a little fishing community called Treasure Beach. It’s renowned for its laid-back vibe and stunning beaches. With year-round temperatures between 75°F and 85°F, Treasure Beach has a warm, tropical environment.

Day trips around the coast, as well as snorkeling and diving excursions to adjacent coral reefs, are all sailing in Jamaica options in Treasure Beach. Sea turtles, stingrays, and several kinds of fish can be found in the seas of Treasure Beach.

The YS Falls, a collection of flowing waterfalls encircled by beautiful vegetation, is one of the many attractions in Treasure Beach. Other well-liked sights in the area include the Black River, where tourists may take a boat excursion to observe crocodiles and other animals, and the Appleton Estate, where they can discover how Jamaican rum is made.

The Hobie Cat and the Laser are suggested sailboats in Treasure Beach for day outings. Exploring the local coves and beaches is made easy by the maneuverability of these boats. It is advised to charter a larger sailboat or go on a guided tour if you’re interested in longer voyages or liveaboard adventures.

Sailboat for Beginners in Jamaica

Jamaica is a fantastic site to begin your sailing journey if you are a novice. Beginner-friendly sailboats are available, and they offer a secure and pleasurable way to take in Jamaica’s seas’ natural beauty.

The Hobie Cat is one of Jamaica’s top sailboats for beginners. These sailboats are stable enough to handle the occasionally difficult weather in the Caribbean and are simple to manage and maneuver. Hobie Cats are a well-liked option for novices as they are small and nimble, making them perfect for learning the fundamentals of sailing.

The Sunfish is yet another fantastic alternative for novice sailors in Jamaica. These sailboats are straightforward and simple to use, making them a great option for beginners. The Sunfish is a single-handed vessel, meaning that only one person needs to operate it. This makes it a fantastic option for novice sailors who prefer to practice alone.

The Laser is yet another fantastic choice for novice sailboats in Jamaica. Small and lightweight, the Laser is a sailboat that is simple to control. It is less prone to capsize or cause accidents because it is also highly forgiving. It is therefore the perfect option for individuals who are new to sailing and wish to increase their level of comfort in the sea.

Overall, Jamaica is a great location for beginning sailors, offering a wide selection of top-notch sailboats. There is something for everyone in Jamaica’s seas, whether you’re interested in liveaboard sailboats or just want to charter a sailboat for a day excursion. So why not reserve a beginner sailboat and explore the stunning waterways if you’re ready to feel the thrill of sailing in Jamaica?

Visit our sailing locations page for some incredible ideas and places to explore if you’re feeling motivated to organize your sailing holiday. Start preparing for your upcoming sailing excursion right away with Ocean Wave Sail!

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