The Caribbean is a sailor’s daydream, flexing its crystal clear waters, vibrant marine life and several islands waiting to be explored. The Caribbean offers an endless array of destinations to suit any traveler’s desires for your Caribbean yacht charter. We at GlobeSailor have selected our top 5 favorite sailing itineraries in the region. Get ready to set sail and experience the beauty of the Caribbean on an incredible itinerary.

Guadeloupe is made up of enchanting islands perfect for a Caribbean adventure. You can dive into this tropical paradise filled with colorful marine life. On your yacht charter Guadeloupe, you can decide to follow this route that will guide you to the most beautiful beaches and marinas of Guadeloupe.

On your first day you will start your adventure at Marina Bas du Fort, before beginning your sailing adventure you can explore the military history of the island. A must-do is to try some traditional Caribbean specialties such as fish fritters as well as a traditional Guadeloupe cocktail made with rum, lime and cane sugar.

The next step of your journey will bring you to Terre de Bas and embark on a hike to Grand Anse Beach, be sure to snap a photo of the breathtaking views of the island’s coastline. On day 3 you will visit the beautiful and tranquil island of Marie Galante. A must-do is to visit Grand Bourg which is known for its white sandy beaches and stunning coastline. After a day at the beach, choose a waterfront restaurant in Grand Bourg to enjoy fresh seafood.

The fourth leg of your journey will bring you to Saint Francois which is an unforgettable part of your yacht charter Guadeloupe. Another must-do is a hike along La Pointe des Chateaux which is one of the most natural landmarks in the region. The next day will take you to the nearby island of Petite Terre, and enjoy the coral reefs and incredible marine life of the island. If snorkeling is your passion you can discover a world of sea turtles and colorful fish.

On your penultimate stop enjoy a variety of water activities at Plage De L’ilet Du Gosier. Once you finish snorkeling or kayaking you can sail to Gosier’s main port dine at a local restaurant and let he night unfold by visiting some of the island’s local bars. The next day, you will return to your base to start bringing a close to a week full of memories.

Are you ready for an unforgettable journey in the British Virgin Islands? Our sailing route will bring you to numerous mooring possibilities as well as several exciting activities to enjoy. Your British Virgin Islands yacht charter will bring you spectacular sunsets, white sandy beaches, water sports and magical evenings!

On the first day of your adventure, you will begin from Road Town Port on the island of Tortola where you will set off for Cooper Island a small volcanic island. You can find some incredible anchorages on Salt Island to the west of Cooper Island. The second leg of your journey will bring you to Virgin Gouda, infamous for the ‘baths’ that form lightly colored swimming pools. This area is also perfect for some scuba diving with incredible underwater flora and marine life.

On day three you will anchor at Marina Cay, the scenery around this area is stunning and will allow you to enjoy spectacular views from several anchorages. The next destination will bring you back to the Island of Tortola where you will reach Cane Garden Bay which is one of the most charming bays in the Caribbean. This area has countless coconut trees beside white sandy beaches, an ideal place to relax and unwind.

Next up is the island of Jost Van Dyke which is only a short distance away from Cane Garden Bay. It is the ideal place for diving and the Great Harbour offers fantastic panoramic views. On the final full day of sailing travel back to Norman Island and don’t miss out on the chance to explore the hidden caves of Treasure Point which inspired a Robert Stevenson novel called ‘Treasure Island’. Your yacht charter British Virgin Islands is complete and it’s time to head back to the island of Tortola, take the chance to enjoy the immaculate beaches, turquoise waters and beautiful cuisine.

Let Antigua be the destination of your dreams, with ideal turquoise waters and endless beautiful beaches. Antigua benefits from steady trade winds and year-round sunshine and it creates a perfect playground for sailors of all levels. Enjoy the laid-back island life on your yacht charter Antigua and Barbuda.

On your first day depart from Jolly Harbour and head for Deep Bay, a beautiful and historic area known for its stunning beaches. Whilst you are in the area adventure to Fort Barrington a fort that overlooks Deep Bay. This idea is also perfect for swimming and snorkeling! Let the second day of your bareboat yacht charter Caribbean take you to the island of Barbuda. You can pay a visit to the small town of Codrington and stroll along the gorgeous Princess Diana and Pink Sand beaches. The Codrington Lagoon National Park is home to the outstanding Frigate Bird Sanctuary, which will be an incredible thing to witness on your yacht charter Antigua and Barbuda.

The third leg of your adventure will return you to the Island of Antigua, where you can visit Crab Meadow Beach for a relaxing morning by the water. There is the Vanderbilt Museum close by where you can get a tour of the historic mansion, gardens, and planetarium for an incredible educational show. The next destination is Green Island where on the way you can stop over at St Philip, nicknamed Stingray City. Here you can swim and snorkel with stingrays for an unforgettable experience.

Whilst here you can visit Devil’s Bridge National Park which has a limestone bridge formed by the crashing Caribbean waves. Then continue onto Green Island which is home to a protected nature reserve where you can witness the island’s fascinating wildlife.

On day five of your adventure in Antigua and Barbuda you will head to Nelson’s Dockyard which is a historic naval base dating back to the 18th century. If hiking is a hobby of yours you can walk to Dow’s Hill Interpretation Centre for a jaw-dropping view of Falmouth Harbour. The final stop of your sailing itinerary will bring you to the picturesque Carlisle Bay known for its stunning beaches. This is one of those spots where you can swim, snorkel, or simply relax under the sun. Then you will sail back to the base that you began in one week prior, relaxed and a mind filled with Caribbean memories.

When people think about the Caribbean, one of the first things that springs to mind is the beautiful nation of The Bahamas. Enjoy an incredible yacht charter Bahamas holiday with our 7-day sailing itinerary. Where you can swim with the famous pigs of the Bahamas, explore historical treasures, and do a series of water activities.

You will begin your adventure from the capital city of Bahamas, Nassau where you will set sail for Highbourne Cay which is a private island in the Exuma Cays. An absolute must is to stroll the untouched East Beach. A diving tour will allow you to discover the Austin Smith shipwreck, 60 feet below sea level! Day 2 will bring you to HawksBills Cay a peaceful paradise tucked away in the Exumas. If you’re feeling adventurous you can walk the trail of the historic 1700s loyalist settlement.

The third leg of your yacht charter Bahamas, will undoubtedly be a highlight of your yacht charter holiday. As you will set sail for Big Major Cay where you can swim with the infamous Bahamas pigs and snap a great photo opportunity! The next stop will be Waderick Wells Cay the headquarters of the Exuma Land and Sea Park. Where you can lace up those hiking boots and trail the limestone landscape.

The 5th stop of your yacht charter Bahamas will be towards Norman’s Cay, known worldwide for its vibrant coral reefs. Dare to dive under the surface and find the reefs teeming with marine life. For daredevils, you can explore the underwater wreckage of Pablo Escobar’s plane. The penultimate stop of your holiday will bring you to the Northern Exuma’s specifically Allen’s Cay. The surrounding waters are perfect for snorkeling, paddleboarding, and kayaking, and if you prefer a relaxing last day these beaches are ideal for lounging in.

This winter discover the diverse Caribbean nation, well known for its spices and delightful landscapes. We are here to offer you a 6-day sailing itinerary around Grenada and the surrounding area to offer an unforgettable yacht charter Grenada experience.

You can begin your holiday at the base port of St. George, where you can explore the many shops and restaurants of the historical harbor town. On your first day of sailing, you will head to the nearby island of Carriacou where you can enjoy a walk and a drink at one of the many Caribbean rum shops along the shore. Spend your second morning on the beautiful Sandy Beach where you can witness the antics of the island’s pelicans. You will sail further until you reach Mayreau where you can stop for the night at Salt Whistle Bay.

The third day of your adventure will bring you to the nearby Tobago Cays where you can enjoy the warm waters and diverse aqualife. Spend the day snorkeling in the coral reef and you might just spot some turtles. Only a short distance away day four will bring you to Chatham Bay on the West side of Union Island. This is a deserted bay surrounded by exceptional green hills.

The penultimate step of your trip will bring you to Petite Martinique, here you can enjoy the unspoiled scenery and experience the outstanding way of life on this island with less than 1000 inhabitants. Your yacht charter Grenada will provide you with many unforgettable experiences. Before your adventure comes to a close make sure to snorkel at the incredible underwater sculpture park at Gran Mal Bay just North of the capital.

Your vacation in the Caribbean is waiting for you, GlobeSailor has a great selection of boats available in the region for the winter season. Get in touch with our expert yacht charter advisors today to get your yacht charter Caribbean started.

If you are looking for maximum comfort you can always pick one of our many fantastic cruises based in the Caribbean such as cruise the archipelago of the Virgin Islands on a luxury catamaran, or you can explore Guadeloupe and its islands by catamaran and we have more where that came from here.