Every Detail,
Thoughtfully Curated: Caribbean

Island Ease Meets Effortless Togetherness in the Caribbean

We have carefully crafted this Caribbean escape with multi-generational travel in mind - balancing space, privacy, and shared experiences across St. Martin and Anguilla. From villa living to time on the water and relaxed island exploration, each moment is seamlessly woven into an effortless, elevated stay.
St. Martin, Anguilla
6 nights / 7 days
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Our experienced team of luxury specialists can help replicate this itinerary or fully customize the journey around your interests, travel style, and vision for the destination.

Call to Book

866.602.8650
HOME / ST. MARTIN

HOME / ST. MARTIN

Day 1 | Arrive in Sint Maarten and move effortlessly through the airport with expedited service, before a private transfer whisks your family away to a secluded villa imbued with French glamor in St. Martin. Settle into a spacious retreat designed for multi-generational ease with stylish living spaces, panoramic ocean view terraces, and a private pool – complemented by a dedicated host and attentive service, creating a stay that feels both elevated and entirely your own.

ST. MARTIN

ST. MARTIN

Day 2 | Begin with a leisurely breakfast on your private terrace as the sun rises over the horizon. Settle into the rhythm of the island in an exclusive beach cabana on a stretch of powdery sand or unwind by your villa’s pool. Enjoy family time on the water with paddleboards and sailboats – then as the day softens, come together for a private sunset cruise, where golden skies and calm seas create moments of laughter, reflection, and the simple joy of being together.

ST. MARTIN / ANGUILLA

ST. MARTIN / ANGUILLA

Day 3 | Start the day with a relaxed breakfast prepared in your villa, before embarking on a family day at sea. Hop aboard a private yacht, where a scenic and unhurried cruise connects each island – from snorkeling the vibrant waters of Creole Rock to savoring a leisurely lunch and boutique shopping on St. Barts. By afternoon, arrive in Anguilla, where a private transfer brings you to your next beachfront villa with butler service, private pool, kitchen, and luxurious spaces.

ANGUILLA

ANGUILLA

Day 4 | Spend the day immersed in Anguilla’s celebrated culinary scene, where its reputation as the Caribbean’s Culinary Capital comes to life. Begin with a private cooking class, learning to prepare island favorites including johnny cakes and fresh lobster alongside an expert chef. Continue with an authentic beachside barbecue or refined seaside meal, or choose to embark on an island flavors and rum tasting experience where each moment is designed to be shared and savored together.

ANGUILLA

ANGUILLA

Day 5 | Set out for an energetic day at sea aboard a private charter, where adventurous fishing, snorkeling in crystal-clear waters, and offshore cays like Prickly Pear unfold at your own pace. Cast a line and take in Anguilla’s beauty before returning to your villa, where a private chef prepares your fresh catch – served alongside traditional sides such as rice and peas, grilled vegetables, and plantains, for a relaxed evening of family bonding.

ANGUILLA

ANGUILLA

Day 6 | Ease into a day of relaxation at your resort, where every detail is designed for comfort across generations. Adults may unwind in a private beach cabana, rejuvenate with a signature treatment or join a wellness class, while younger guests enjoy a day of discovery at the kids club. In the afternoon, set out to explore Anguilla’s famed 360-degree coastline, discovering a selection of its pristine beaches with time to swim, kayak, paddleboard, or simply take in the island’s natural beauty together.

ANGUILLA / HOME

ANGUILLA / HOME

Day 7 | Awaken to the scent of a freshly prepared breakfast, thoughtfully set on your private poolside terrace to savor together at a leisurely pace. As your butler discreetly assists with packing for your return, the morning unfolds with ease. A private transfer escorts you to the airport, where you’re met with personalized assistance through security and access to a private lounge before boarding your private jet for a seamless, refined journey home.

More Activities

Belmond La Samanna - Pool Villa, St Martin

A Private Paradise for Generations to Gather

Sailboats at Sunset in St. Martin

Sail into the Golden Hour

Under water caribbean sea, St Martin

Explore Reefs & Hidden Shores

Lobster

Flavors Worth Savoring Together

Sail boat in a blue lagoon, St. Martin

Cast Off in Complete Seclusion

Mother and daughter having fun in clear ocean

Create Shared Moments, Lasting Bonds

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