Caribbean Cruise Star Flyer

A Luxurious Beachfront Escape

Nestled on a pristine beach, The Orient Bay La Playa is a boutique hotel offering the perfect retreat before your cruise. Its intimate ambiance and beachfront location create a serene escape after your flight.

A Taste of French Elegance

Located on the French side, the hotel offers exquisite cuisine made with fresh, local ingredients, paired with fine wines. Enjoy gourmet dining by the sea or under the stars.

Tailored Stays for Ultimate Comfort

Our standard two-night stay allows time to unwind. For those seeking extended relaxation, our team can arrange additional nights, ensuring a seamless pre-cruise retreat.

A Day of Leisure in Paradise

Wake up to the sound of waves and enjoy a relaxed breakfast overlooking the turquoise waters. Spend the day lounging by the pool, strolling along the beach, or exploring local shops and cafés.

An Evening to Savor

Unwind with a beachfront dinner, savoring fresh island flavors as the sun sets. Enjoy a peaceful night in comfort, ready for the adventure ahead. Your final evening at La Playa is all about relaxation.

Embark on Your Caribbean Voyage

Today, your Star Flyer adventure begins. After a relaxed morning, enjoy a hassle-free transfer to the port, included in your package. Arrive in Philipsburg, where your majestic tall ship awaits.

Seamless Boarding Experience

With your transfer taken care of, embarkation is smooth and stress-free. Step aboard, settle into your cabin, and explore the elegant decks as excitement builds.

Sailing into the Sunset

As the ship sets sail, toast to the journey ahead and watch the Caribbean sun dip below the horizon.

Discover the Magic of Jost Van Dyke

Once a pirate’s hideaway, Jost Van Dyke is now a Caribbean paradise with pristine beaches and scenic trails. A must-visit on your cruise, it offers both adventure and relaxation.

Unwind at Foxy’s Tamarind Bar

In Great Harbour, experience island vibes at Foxy’s, famous for its cocktails and lively atmosphere. Enjoy the perfect beachside retreat.

Sail to Soper’s Hole

Arrive at Soper’s Hole, Tortola, where history meets charm. Explore Dutch ruins or sip local rum at waterfront bars before continuing your journey.

Sail the Legendary Sir Francis Drake Channel

Cruise the stunning Sir Francis Drake Channel, a breathtaking waterway lined with emerald isles. Pass Norman and Peter Island, where crystal-clear waters and lush landscapes create the ultimate sailing experience.

Step Ashore on a Pirate’s Inspiration

Explore Norman Island, said to have inspired Treasure Island. Walk its pristine shores and immerse yourself in Caribbean pirate lore.

A Day of Adventure and Discovery

Relax on sun-kissed beaches, snorkel hidden coves, and uncover legends of buried treasure on this unforgettable maritime journey.

Discover the Natural Wonder of The Baths

Swim through The Baths, a stunning maze of granite boulders forming hidden sea caves and tranquil pools. This iconic Virgin Gorda landmark offers an unforgettable mix of adventure and relaxation.

Explore Virgin Gorda’s Coastal Beauty

Beyond The Baths, the island boasts pristine beaches, world-class sailing, and legendary resorts like Little Dix Bay. Whether seeking adventure or serenity, Virgin Gorda blends luxury with natural splendor.

Anchor at a Secluded Beach

End the day on a breathtaking British Virgin Islands beach, where soft sands and crystal-clear waters create the perfect island escape.

Discover the Historic Charm of St. Kitts

Step into the past on St. Kitts, the first British colony in the West Indies. Wander through Basseterre’s vibrant streets, explore historic plantations, or hike lush rainforests for breathtaking island views.

Unwind on Golden Sands

Relax on St. Kitts’ stunning golden beaches, where crystal-clear waters and lush hills create a perfect escape. Swim, snorkel, or simply soak up the sun.

A Laid-Back Island Retreat

Savor fresh local flavors at beachfront bars and waterfront restaurants, embracing the island’s relaxed Caribbean charm.

Experience the Elegance of Gustavia

Discover Gustavia, where French sophistication meets Swedish charm. Stroll past colonial architecture, browse designer boutiques, or unwind on pristine beaches.

Explore History and Scenic Beauty

Overlooking the yacht-filled harbor, Fort Gustave and other landmarks reveal the island’s rich past. The vibrant marina offers the perfect setting for people-watching and world-class dining.

Indulge in Luxury and Adventure

From water sports to secluded beaches, Gustavia blends culture, relaxation, and upscale charm, making it an unforgettable Caribbean destination.

The End of an Unforgettable Journey

Your Tall Ship adventure concludes as you disembark in Philipsburg, taking a final look at the sparkling Caribbean waters. With cherished memories of breathtaking islands, it’s time to say goodbye.

Smooth Airport Transfer

A pre-arranged transfer ensures an easy journey to the airport. Relax and enjoy the last glimpses of paradise before your flight home.

A Journey to Remember

As you take off, reflect on sun-drenched beaches, turquoise seas, and incredible experiences. Though the voyage ends, the spirit of the Caribbean stays with you.

A Tranquil Beachfront Arrival

Arrive in St. Maarten and settle into The Orient Bay La Playa, a boutique hotel set along a pristine beach. This serene retreat offers the perfect place to unwind after your flight.

Savor French-Caribbean Flavors

Located on the French side, the hotel features gourmet cuisine made from fresh, local ingredients. Enjoy fine dining by the sea, complemented by carefully selected wines.

Relax Before Your Adventure

A two-night stay provides time to recharge before your cruise. For those wanting extra relaxation, extended stays can be arranged.

A Blissful Day in Paradise

Wake up to the gentle sound of the waves and enjoy a leisurely breakfast with panoramic ocean views. Spend your day at your own pace—relax by the pool, take a scenic beach walk, or explore the nearby boutiques and cafés.

An Idyllic Evening by the Shore

As the sun sets, indulge in a delightful beachfront dinner featuring island-inspired cuisine. Unwind under the starlit sky, soaking in the peaceful ambiance before your cruise adventure begins.

Begin Your Tall Ship Journey

Your Star Flyer adventure sets sail today. Start your morning with a relaxed breakfast before a smooth pre-arranged transfer takes you to the bustling port of Philipsburg, where your magnificent ship awaits.

Effortless Embarkation

Boarding is seamless, allowing you to settle into your cabin and explore the elegant wooden decks. Feel the excitement build as you prepare to sail across the stunning Caribbean waters.

Sailing into the Horizon

As the ship departs, raise a glass to the journey ahead. Watch the sun dip below the horizon, marking the beginning of an unforgettable voyage.

A Spectacular Sailing Encounter

Experience an unforgettable moment as Star Flyer and Royal Clipper glide side by side south of Îles des Saintes, a breathtaking sight in the Caribbean waters.

Explore Dominica’s Natural Wonders

Arrive in Cabrits, Dominica, an island rich in adventure. Cruise through misty rainforests on a scenic boat ride or embark on a thrilling hike to Trafalgar Falls and its volcanic lake. This day blends exploration and the magic of tall ship sailing.

A Caribbean Jewel Awaits

Discover the stunning Îles des Saintes, an enchanting archipelago off Guadeloupe. With pristine beaches and vibrant marine life, it’s a paradise for water lovers.

Relax or Explore

Enjoy world-class snorkeling and diving, or unwind on the soft sands, soaking in the breathtaking scenery. Whether seeking adventure or tranquility, Les Saintes is an unforgettable stop on your small ship cruise.

Sailing into Natural Beauty

Arrive in Guadeloupe, a butterfly-shaped island divided by the Rivière Salée. Its mountainous Basse-Terre side is home to La Soufrière, an active volcano where steaming water gushes from its summit.

A Perfect Blend of Adventure and Charm

Explore Guadeloupe’s rugged landscapes, lush rainforests, and volcanic wonders. This stop on your tall ship cruise offers a captivating mix of French-Caribbean culture and breathtaking scenery.

Step Into Maritime History

Sail into Falmouth Harbour, home to the legendary Nelson’s Dockyard, a vibrant hub of Caribbean yachting history. Stroll past historic inns, weathered docks, and charming pubs that tell tales of Admiral Nelson’s legacy.

A Nautical Adventure Awaits

Experience the lively atmosphere where sailors and yacht crews gather, blending rich maritime history with modern-day sailing culture. A highlight of any tall ship cruise, this iconic port captures the spirit of seafaring adventure.

A Chic Caribbean Finale

Arrive in Gustavia, the elegant capital of St. Barts, where French and Caribbean influences blend seamlessly. Stroll along the scenic harbor lined with historic buildings, boutique shops, and inviting cafés.

A Perfect End to Your Journey

Explore remnants of colonial forts, relax on pristine beaches, or enjoy fresh seafood at a waterfront restaurant. With its blend of culture, nature, and adventure, Gustavia is the perfect final stop on your tall ship cruise.

A Memorable Farewell

Your Tall Ship journey concludes as you disembark in Philipsburg, St. Maarten, a vibrant port city blending Caribbean charm with modern comforts.

One Last Taste of Island Life

Before departing, explore Philipsburg’s lively streets, browse duty-free shops, or relax on its sun-kissed beaches. Enjoy the final moments of your Caribbean escape.

Carrying Unforgettable Memories

As you leave, take with you memories of turquoise waters, colorful streets, and the thrill of sailing, marking the end of an extraordinary adventure.