Leeward Islands Charter Itinerary

Leeward Islands Charter Itinerary

The Leeward Islands are an ideal destination for island-hopping, offering a unique charm and character on each island. Their vibrant colonial histories are evident in the diverse architecture, cuisine, and languages. Situated in the northeastern Caribbean, within the Lesser Antilles, these islands are easy to explore by yacht. Travelers can enjoy a variety of landscapes and cultures, from the French-influenced ambiance of Saint Barthélemy (St Barts) to the renowned sandy beaches of Anguilla. These islands include the Virgin Islands, Saint Martin/Sint Maarten, Saba, Saint Eustatius, Saint Kitts and Nevis, Antigua and Barbuda, Montserrat, and Guadeloupe. The Leeward Islands remain a timeless favorite, offering visitors the opportunity to savor the many delights of the Caribbean.

DAY 1 - ST MAARTEN

On the island of St. Maarten, you'll find the perfect starting point for your yacht charter adventure. This unique island is divided into two parts: the northern side is French, and the southern side is Dutch. Here, you can explore breathtaking sites like the cliffs of Cupecoy and a thrilling beach where planes fly incredibly close overhead. The island also offers a vibrant array of restaurants, casinos, nightclubs, and stunning beaches. St. Maarten is equipped with an international airport, providing convenient access for travelers. Once you meet your yacht and board, you'll navigate through the bridge out of Simpson Bay and set sail on a short cruise to Anguilla, beginning your unforgettable journey.

DAY 2 - ANGUILLA

Vibrant Anguilla, part of the British West Indies, is a luxurious gem in the Eastern Caribbean. Reflecting both British and African influences, Anguilla hosts a variety of lively festivals and celebrations. 

This exclusive, English-speaking haven is renowned for its crystal-clear waters, pristine white sand beaches, and stylish hotels. Visitors can explore Anguilla's sometimes challenging roads by rental car, scooter, or taxi. Be sure to visit the popular Shoal Bay, the delightful restaurants in Sandy Ground, and the picturesque Rendezvous Bay. The island is famed for its beaches, hiking, snorkeling, and diving opportunities. Additionally, Anguilla is a prime birding location, home to over 80 bird species that either migrate through or call the island home. It's no wonder this small island is recognized as a high-end destination in the Eastern Caribbean.

DAY 3 - ST BARTS

Somewhat difficult for the average commercial traveler to reach, St. Barts maintains its French charm with its exquisite cuisine, excellent boutique shopping, and exclusive beaches. Opting for a private yacht charter allows access to the island's finest spots and provides plenty of water sports equipment to make the most of the sparkling warm waters. The crew can organize and outfit your very own private beach picnic with luxurious comforts at Colombier Beach or any of the island's nearly two dozen beaches. 

Besides the delicious meals prepared and served onboard, you'll have the chance to savor some of the finest French and Caribbean cuisine at renowned restaurants in St. Barts, such as lunch at Eden Roc on Baie de St. Jean and dinner at Le Rivage in Grand Cul de Sac. 
Port Gustavia, the stylish island capital, offers a friendly atmosphere with plenty to see and do within walking distance. While some guests may prefer to explore all that St. Barts has to offer, visiting nearby islands provides a delightful contrast and complement.

DAY 4 - ST KITTS

St. Kitts offers a unique experience in the Caribbean, reminiscent of a lush tropical paradise often associated with the South Pacific. The island exudes a rich and vibrant atmosphere, an intoxicating mix of sunlight, sea, air, and extraordinarily verdant vegetation. Discovered by Christopher Columbus in 1493 when it was inhabited by native tribes, St. Kitts wasn't colonized by Europeans until the British arrived in 1623. Its strategic location and valuable sugar industry propelled it to become one of the most advanced and luxurious developments in the Colonial Caribbean. Nature enthusiasts can enjoy tours exploring lava formations, tropical forests, and coastal lagoons. A stay at Christophe Harbour is a must, with its modern marina that offers an array of enticing amenities, including the Park Hyatt St. Kitts hotel, the superyacht harbor and marina village, a Tom Fazio-designed golf course complete with a clubhouse and practice facilities, and luxurious accommodations.

DAY 5 - NEVIS

Nevis, a 36-square-mile island located near the northern end of the Lesser Antilles archipelago, is often referred to as the Queen of the Caribbean. From the summit of the 3,232-foot Nevis Peak to the crystal-clear waters below, there is an abundance of flora and fauna to discover. 

Take a tender ashore and explore the island's historic architecture, including churches, windmills, and restored Great Houses from the sugar cane plantation era. The island is dotted with remnants from this time, which faded in the 1800s following the abolition of slavery and increased competition from sugar beets. The most renowned beach on Nevis is Pinney's Beach, known for its calm, shallow waters ideal for wading and swimming. North of Pinney's, Oualie Beach offers excellent diving and snorkeling opportunities.

DAY 6 - ANTIGUA

Head to Antigua and dock at Falmouth Harbor Marina. Once there, you can explore the area ashore or take a tender ride around the harbor. Enjoy a horseback ride along a nearby beach or hike up to Shirley Heights for a stunning panoramic view of the harbor and island. Shirley Heights is renowned for its view of the 'green flash' at sunset, with lively parties held most evenings. Consider visiting Harmony Hall in Nonsuch Bay, a beautiful area where only a reef separates you from the unbroken Atlantic Ocean waves traveling from Africa. For some adventure, ride the WaveRunners or snorkel the reef near Green Island. A beachside barbecue lunch is a delight, and you can enjoy an evening meal at Catherine’s Cafe. Also, take time to wander around Nelson’s Dockyard to delve into the island's rich history.

DAY 7 - ST BARTS

Embark on a relaxing cruise back to St. Barts to make the most of your final full day on board. Complete any last-minute shopping or indulge in a delicious lunch at one of the island's charming local restaurants. While on the island, you can also explore the vibrant nightlife, visit the historic Wall House Museum, or relax on the pristine beaches, such as Shell Beach or Gouverneur Beach. For those interested in water activities, snorkeling or paddleboarding in the crystal-clear waters are excellent options. Don’t miss the chance to take a scenic drive around the island to appreciate its stunning landscapes.

DAY 8 - ST MAARTEN

Your yacht will journey back to St. Maarten for your disembarkation and subsequent flight home, where the crew will bid you farewell.

One of the great advantages of a private charter is the freedom to design your own itinerary. You have the flexibility to adjust your "course" each day, as long as the embarkation and disembarkation ports align with the Charter Agreement. The Caribbean remains one of the most sought-after charter destinations. For more details about yacht chartering in the Leeward Islands, click here or get in touch with an IYC Charter Consultant.

 

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