14 Day itinerary in Leeward Islands

After a thrilling afternoon, enjoy a refreshing cocktail on the aft deck of your luxury yacht as you admire the sun setting over this Caribbean paradise and leaving it bathed in warm hues of reds, pinks, oranges and yellows. Step off board to spend the evening on the beach and savor a magnificent freshly prepared island dinner accompanied by live calypso music of African and European roots.

Make sure to spare some time to anchor in Carlisle Bay for a refreshing swim or snorkeling. This safe harbor is protected by verdant bluffs and features unspoiled brilliant turquoise waters. After this short stop, sail on to English Harbour where anchorage is available either off Galleon Beach in the heart of the island’s National Park, lined with pristine sands and immense palm trees, or in Nelson’s Dockyard, the only remaining working Georgian Dockyard in the world. The facility itself attracts yachtsmen from all over who marvel at one-of-a-kind Colonial buildings nestled in dense Caribbean flora. You can choose to dine onboard or visit one of the numerous restaurants specializing both in international and regional cuisine.

Take the Lookout Trail back to spend a relaxing afternoon or evening on the beach before stepping back onboard. Sparkling waters of the warm Caribbean Sea beckon guests to explore rich marine life while swimming or snorkeling. You may also want to take out the water toys available onboard. After a refreshing bath, opt for some beachcombing and listen in to soft whispers of palm trees pleasantly caressed by soft winds and soak in magnificent Caribbean entourage.

Spend the evening onboard and dine on the flybridge or the aft deck of your yacht. Top the succulent meal off with a delicious drink and star-gazing in this unspoiled slice of paradise.

You will reach Nevis late in the afternoon and your Captain will find anchor in the five-star Four Seasons Resort with top-notch amenities and services including four restaurants, an outdoor Jacuzzi and a spa to ignite the five senses. Step ashore to dine in one of the elegant restaurants and take a walk down the beach before heading back onboard by dinghy.

If you are one of the guests more interested by man-made history, you will have the chance to try your luck at archaeology or explore omnipresent ruins of ancient sugar plantations, an archaic lime kiln, or Amerindian sites. Regardless of how you choose to spend your day, there are many hiking trails for everyone to explore during their time on Nevis and couple them with rainforests, reefs and ruins, you are sure to spend a simply unforgettable day.

Visit the Botanical Gardens of Nevis created only a few ago by a couple who hoped for something of great beauty to preserve flora from all over the world. They chose a magnificent spot on Montpelier Estate for which Nevis Peak visible from a distance is a terrific backdrop. The gardens are carpeted with sculptures, fountains as well as a replica of a Great House and are bedded with roses, orchids, scented fruit trees, cactuses and vines. The most spectacular feature of the gardens is a tropical rain forest conservatory mimicking the conservatory at Kew Gardens in England and housing a plethora or tropical plants and Mayan-style sculptures.

At the island’s southern tip and facing Nevis lies Banana Bay, a charming secluded beach boasting pristine waters, powdery sands and swaying palm trees and leaving guests in instant awe of a tranquil ambiance reigning throughout the beach. Sail around this part of the island and head westward to reach Frigate Bay- South, the most action and fun-filled beach on the Caribbean Sea, where the party never stops. This one-mile stretch of powdery sands is a haven for swimmers, snorkelers, windsurfers, water skiers and other aquatic-adventure enthusiasts, but it is also lined with numerous beach shacks which are island bars serving food, drinks and talismans accompanied by rhythms of Reggae and Calypso music.

You will have time today to dock in Basseterre and visit the island’s largest city with a population of 15,500. The marina in one of the oldest towns in the Eastern Caribbean is a modern facility not only for luxury charter mega yachts and luxury charter catamarans but also for large cruise ships sailing in the region. Although the town is compact, it is a very charming one with perfectly angular streets and two city centers. The Circus is a tourist attraction while Independence Square houses a cathedral, a courthouse and most of the ancient buildings on the island.

Basseterre is the country’s main port of entry, both for air and sea travel, and St. Kitts’ commercial and industrial hub, with headquarters of banks and financial institutions. The town holds many historical monuments relating to the island’s turbulent past involving sugar plantations and slavery.

Dock in the main town of Gustavia and enjoy a pleasant evening ashore in one of the many restaurants specializing in French or Creole cuisine. Even the most discerning palates will find something for themselves on this unique island!

Gustavia, a horseshoe shaped safe haven, boasts ample duty-free shops, elegant boutiques, historical monuments, magnificent landmarks and breathtaking venues. Take your time to stroll down the harbor receiving the most luxurious charter yachts in the world and the city center lined with colorful Colonial facades. Visit typical restaurants or cafes for an afternoon coffee and the sheer pleasure of soaking in an enchanted ambiance.

You may also want to rent a Mini Moke to visit some perfectly powdery beaches on the windward side of the island for blissful island relaxation or choose to go inland to explore exotic flora and fauna and admire breathtaking views. There are many luxury resorts and villas quaintly nestled in plush verdant vegetation of the island luring guests who desire nothing more than a serene vacation.

Another worthwhile destination on St. Barts is St. Jean located north-east of the principal town. The island was once protected by a large canon battery towering in the middle of the bay in St. Jean. The town is the site of the island’s first hotel built in mid 1950’s and to this day, it attracts jet-setters from all over the world.

You will reach southwestern Anguilla in the afternoon and your charter yacht will find safe anchorage in Road Bay in the village of Sandy Ground, the island’s main harbor. Although with a humble population, the village boasts a long curved beach backdropped against majestic verdant bluffs and a salt pond.

Take a short trip to Sandy Island and find safe dockage between one of the coral reefs to the west of the island, where you will swim, snorkel, beach comb for shells or soak in warm rays on pristine white sands. This is a promise of another day in an utter tropical paradise!

Anguilla is home to some of the world’s premium beaches featuring wonderful beach bars. Visit Johnno’s Bar in Sandy Ground where bar tenders will serve you freshly prepared cocktails topped with traditional snacks. The bar itself has been the staple for Anguillan dance scene for as long as anyone on the island can recall.

Maho Beach in Sint Maarten is a must-visit for all guests to the island due to its proximity to the airport’s Runway 10, resulting in airplanes flying over the beach at minimal altitude. This thrilling tourist attraction without comparison will be the perfect way to end your luxury charter vacation in the Leeward Islands!

After a memorable two-week vacation with Sunreef Yachts Charter, you will have enough energy to drive you until your next luxury charter holiday!