St. Barths to Anguilla

ROSÉ, REEFS & RIVIERA VIBES

Leeward Islands: St. Barths to Anguilla

The Leeward Islands offer an effortlessly chic and sun-soaked itinerary for those seeking a blend of French elegance, Dutch charm, and Caribbean flair. From the designer boutiques and beach clubs of St. Barths to the pristine bays of Anguilla, this route offers a beautiful balance of lively energy and serene escape. Clear turquoise waters, fine dining, world-class shopping, and powdery white-sand beaches await.

The best time to visit is December through May, when warm trade winds and dry skies create ideal conditions for yachting. This itinerary offers minimal cruising time and maximum enjoyment of some of the Caribbean’s most sought-after island gems.

Indulge in the legendary beach club culture at Nikki Beach and theatrical dining experiences at Le Ti St. Barth.
Experience the unique fusion of French finesse and Dutch energy in St. Maarten, from luxury shopping to rainforest zip-lining.
Escape to the world-renowned tranquility of Meads Bay and Shoal Bay for swimming in crystal-clear turquoise waters.

Contact a Yacht Charter Specialist

Day 1

Arrival in St. Barths

Step aboard your yacht in Gustavia, the glamorous harbor town that blends Caribbean charm with French sophistication. Wander past high-end boutiques and harborside cafés, or relax aboard with champagne as you settle into island time. Enjoy a sunset dinner on board or dine ashore at Bonito or L’Isola, two of the island’s most renowned restaurants.

Day 2

St. Barths Beach Clubs & Scenic Coves

Spend the day exploring St. Barths’ legendary beaches. Lounge at Shell Beach or anchor off Colombier Bay for swimming and paddleboarding in secluded surroundings. For the ultimate beach club experience, head to Nikki Beach or Gyp Sea, where the rosé flows and live DJs set the mood.
As night falls, enjoy cocktails at Le Ti St. Barth, known for its theatrical cabaret dining, or opt for a quiet dinner under the stars on board.

Day 3

Cruise to St. Maarten

Cruise a short distance to St. Maarten, where French finesse meets Dutch energy. Anchor in the tranquil waters of Grand Case or dock at Port de Plaisance Marina. Spend the afternoon snorkeling at Creole Rock, or enjoy the lively beach bars and local eateries of Orient Bay.

St. Maarten offers excellent shopping, from luxury goods to local crafts, making it a favorite stop for those in search of Caribbean treasures.

Day 4

Discover St. Maarten’s Culture & Cuisine

Start your morning with a visit to the French capital of Marigot, then head inland for zip-lining and panoramic views from Pic Paradis. For lunch, sample local Creole dishes or fresh seafood at Ocean 82 or L’Auberge Gourmande.

The afternoon is ideal for water toys or a relaxing beach walk, followed by a sunset dinner at La Villa Hibiscus, a hidden gem tucked in the hills.

Day 5

Cruise to Anguilla

Drop anchor in Rendezvous Bay or Meads Bay, where soft white sands and crystal-clear waters define Anguilla’s world-renowned beaches. This British territory is known for its low-key luxury, offering an escape from the bustle. Visit Sandy Island by tender for lunch on a deserted cay, or snorkel the vibrant reefs near Little Bay.

Day 6

Anguilla Adventures & Cuisine

Enjoy a day of exploration and leisure. Charter a local guide for cliff jumping at Little Bay, book a massage at Zemi Beach House, or spend the afternoon kayaking in Shoal Bay. For dinner, reserve a table at Veya, one of the Caribbean’s top dining experiences, where the ambiance is as impressive as the menu.

Day 7

Return to St. Barths

Cruise back to St. Barths for one last indulgent day. Spend time snorkeling in Anse du Grand Colombier, shopping for last-minute finds in Gustavia, or enjoying lunch at Eden Rock. As the sun sets on your final evening, toast to an unforgettable week of elegance, adventure, and barefoot bliss.

Day 8

Disembark in St. Barths

After a relaxed breakfast on board, disembark in Gustavia and transfer to the airport or continue your travels. St. Barths lingers in the soul—a blend of refinement and natural beauty that calls you back again and again.

Yachts for charter in Caribbean Leewards

BOLD

279 Ft (85 m)
Silent Yachts
2019

8 Staterooms
12 Guests
20 Crew

weekly rates from

€875,000

OKTO

217 Ft (66 m)
ISA, RODRIGUEZ GROUP ITALY
2014

6 Staterooms
12 Guests
16 Crew

weekly rates from

€590,000

JOIA The Crown Jewel

213 Ft (65 m)
Codecasa
2010

9 Staterooms
20 Guests
N/A Crew

weekly rates from

$420,000

Disclaimer

Prices displayed in converted currencies (USD or EUR) are calculated based on real-time market rates. EJ Yachts makes no guarantee regarding the final exchange rate; the actual amount debited will be determined by the client's bank or payment processor at the exact time the transaction is completed.