Anchoring at Paradise: Best Sailboat Destinations and Ports

Sailboat vacations are on the rise, and for a good reason! You can explore thousands of islands, coastlines, and ports as you go wherever the wind takes you. With that in mind, below is a list of our favorite places to sail around the world, with notes about each one.

We hope this helps you plan your next sailing adventure!


Bermuda is a British overseas territory in the North Atlantic Ocean. It is one of the most popular destinations for sailors, with its year-round mild climate, many ports of call and anchorages, and beautiful beaches.

The island is home to some 2 million people who have built on its history as a naval base over 400 years ago by creating a thriving tourism industry that attracts more than 1 million visitors annually. Bermuda’s economy relies heavily on financial services (about one-third of GDP), international business services, and tourism.

However, agriculture still plays an important role in some rural areas where products such as tomatoes and potatoes are grown using labor-intensive methods rather than machinery or chemical fertilizers/pesticides, which would be too expensive due to import costs associated with importing these items into Bermuda from other countries such as Canada or USA where they could be produced cheaper due to lower labor costs etcetera…


The Bahamas is a popular sailing destination for a good reason. The waters are warm and clear, with plenty of anchorages and safe harbors to be found along the way. The weather in the Bahamas year-round is generally pleasant, making it easy to enjoy your time on the water without too much concern about conditions or safety issues.

The best part? You’ll find an incredible variety of ports of call all over this chain of islands. From Nassau to Paradise Island (the Atlantis resort) to Freeport/Lucaya Beach & Golf Resort on Grand Bahama Island. They all offer something different for sailors looking for new experiences while they explore their surroundings by boat!

The British Virgins Islands

The British Virgin Islands (BVI) is a group of islands in the Caribbean Sea, located about 60 miles east of Puerto Rico. Tortola is the largest and most populated island, with about 25,000 residents.

The BVI has a tropical climate with warm temperatures year-round and frequent rainfall. The average temperature ranges from 77 F to 86 F during the day, but it can drop into the 60s at night due to trade winds blowing through the area most nights during summer months (June through November).

The British Virgin Islands are popular for scuba diving because they’re home to many coral reefs that attract marine life, including rays and sharks, as well as sea turtles who come here annually to lay eggs on beaches where they feel safe from predators such as humans or other animals who might eat their eggs if left alone on the land without protection from humans watching over them 24 hours per day as we do here in this article!


Grenada is a Caribbean island nation located south of Cuba, north of Trinidad and Tobago, and northwest of Saint Vincent and the Grenadines. The name Grenada comes from Spanish, meaning “the island of rainbows”.

Grenada has been inhabited for at least 7,000 years. Its indigenous people are known as the Caribs. French colonists took over the island in 1650 and established sugar cane plantations worked by imported African slaves who had been captured from nearby islands or purchased in Africa itself (see Atlantic slave trade).

By 1763 there were 10,000 black slaves on the island. A British force captured Grenada during the Seven Years’ War fought between 1756-1763 but restored it to France at the war’s end under terms that gave Britain control over other nearby islands, including Tobago (today part of Trinidad & Tobago).

The Leeward Islands

The Leeward Islands are located in the eastern Caribbean, just north of Venezuela. This chain of islands includes the British Virgin Islands (BVI), Anguilla, and St. Martin.

The Leeward Islands are known by our friends from Traveling Sapiens¬†for their great sailing conditions as well as some of the best beaches in the Caribbean. Many anchorages are protected from winds and waves, making them ideal for families who want to get out on their sailboats but also want some peace of mind while they’re out there on open water.

There are many good restaurants and bars where you can take advantage of fresh seafood caught by local fishermen or enjoy fine wines from around the world at one of many upscale establishments that line up along shorelines throughout each island community


Cuba is a great place to visit for sailors. The country has a thriving sailing community and many protected areas that are good for sailing.

Cuba, the largest island in the Caribbean, has been an attractive destination for sailors since its discovery by Christopher Columbus in 1492. Today it remains an important point on any sailor’s map and offers some of the best sailing opportunities in the world – both along its coastlines and offshore through its archipelagos.


Belize is a great destination for sailing, and it’s a popular one as well. Sailors will find that Belize has plenty to offer them regarding sailing opportunities, including its barrier reef and many islands.

Belize also boasts some of the best diving in the world, including at Lighthouse Reef Atoll Reserve and Turneffe Islands National Park Reserve. So, if you plan on spending some time on land while yachting around Belize, don’t forget your snorkeling gear!

The Cayman Islands

The Cayman Islands are an island nation located in the Caribbean Sea, just off the coast of Cuba and Mexico. The islands are a British Overseas Territory and are popular sailing destinations due to their warm climate and stunning natural beauty.

The Cayman Islands have been inhabited since at least 2500 BCE. However, it wasn’t until 1670 that they were colonized by the British. Today they cover an area of approximately 260 square miles (670 km2), with just over 60 km (37 miles) separating them from Cuba on one side and Mexico on another side.


Sailing is a great way to see the world, and it’s also an activity that can be enjoyed by people of all ages. Many destinations worldwide offer sailing opportunities for beginners and experienced captains looking for a challenge.

By Anurag Rathod

Anurag Rathod is an Editor of, who is passionate for app-based startup solutions and on-demand business ideas. He believes in spreading tech trends. He is an avid reader and loves thinking out of the box to promote new technologies.