Caribbean Island Hopping St Barths & Anguilla
Caribbean Island Hopping St Barths & Anguilla
A 10 night Caribbean twin centre island hopping experience visiting two gems of the Leeward Isles.
St. Barths blends understated glamour with Caribbean warmth, offering world-class beaches, chic boutiques, and Michelin-level dining. It’s a haven where luxury feels effortless and every corner whispers exclusivity. Anguilla offers a quieter, more refined kind of luxury, defined by powder-soft beaches, turquoise shallows, and ultra-private resorts. It’s the place discerning travellers go when they want barefoot elegance without the crowds.

Day 1
No international flights can land at St Barths Airport due to its short runway. Neighbouring St Maarten is the closest international airport, from which it is a mere 15 minute private charter flight. On arrival in St Barths, a 20 minute road transfer takes you to the stylish Le Toiny Hotel.
For the past decade, Le Toiny’s heartfelt hospitality has been the St Barts home away from home for guests and visitors. With their unique approach to discreet and personalized service, we invite you to enjoy one of the 22 unique, independent, self-standing, ultra-comfortable villa suites with one or two bedrooms. Each offers a private pool, a large terrace, and breathtaking views of the beautiful Toiny Bay and private beach. The Beach Club and restaurant provide exclusive service for guests staying on the property and villa renters. Be ready to experience a new wave of exclusivity and service like never before in St Barts.
Day 2 – 5
Suggested Activities
Lounge at the Beach Club: The private Beach Club, accessible via a custom Land Rover Defender shuttle, offers sunbeds, hammocks, a bar, and a pool right by the ocean. It's a serene spot, distinct from the busier beaches on the island.
Enjoy Private Pools: Every suite at the hotel features its own heated private infinity pool with ocean views, providing a perfect, secluded place to unwind.
Indulge in Spa Treatments: Book a massage, facial, or body treatment at the Serenity Spa Cottage near the beach, or arrange for a treatment in the privacy of your own suite
Use the Gym: Get a workout in the on-site fitness center, which features NOHRD equipment and ocean views
Surfing and Paddleboarding: Toiny Bay is known for its waves, making it popular for surfers. The hotel offers surf lessons and equipment like stand-up paddleboards.
Go Hiking: Explore the rugged, scenic coastline around the hotel on the various hiking trails. A popular hike leads to the natural tidal pools (Piscines Naturelles).
Snorkeling: Snorkeling is available at the beach club and other nearby beaches like Gouverneur and Petit Cul de Sac.
Explore the Island: Rent a car to explore other parts of St. Barts, including the capital Gustavia for shopping and dining, or other popular beaches like Saline and Flamands. The concierge can help arrange car rentals and other excursions.
Explore by Boat: Book an exclusive boat trip with lunch on board to explore the beautiful St Barths coastline from the sea.
Dinner at the TI Cabaret: -St Barths famous island cabaret where fun and glamour are always in style. Dress code: Glamorous (Caribbean style!)
Beach Extravagana: – Thursday night Fever
Le Toiny Beach Club opens its doors every Thursday night for a one-of-a-kind dining experience. Filled with music, lighting and fire shows, the Beach Extravaganza is a unique chance to dine on the private beach of Le Toiny, one of the most iconic sites of St Barts.
Day 6
Departure from Le Toiny to the Airport for your 15 minute private charter flight to Anguilla. On arrival, take a 10 minute road transfer to Anguilla’s most desired address, The Beach House by Little Harbour Estates
Experience unparalleled luxury and breath-taking views at The Beach House, situated on one of the most stunning beaches in the world. This extraordinary 8-bedroom villa in Anguilla is a favourite among celebrities, CEOs, and those in search of a sophisticated yet tranquil retreat.
Day 6 – 10
Wake up to the soothing sound of waves breaking on the shore and indulge in the opulence of your surroundings, with the pristine white sands of Meads Bay just steps away from your window. Step onto your private pool terrace through the floor-to-ceiling glass doors and savour a delectable breakfast prepared by your own personal chef using locally sourced ingredients.
The Guest Experience Manager services are an invaluable addition to ensure an exceptional stay With personalised assistance and a desire to cater to your every desire, the expert team will enhance your experience and deliver your dream holiday. Whether it's arranging transportation, making restaurant reservations, coordinating service with your, Food and Beverage team, scheduling a rejuvenating massage, or even chartering a boat trip, the Guest Experiences Manager is committed to surpassing all of your expectations and ensuring an unforgettable stay.
Watersports: Use complimentary kayaks, paddleboards, and rowboats to enjoy the clear waters of Meads Bay.
Relaxation: Lounge on sun loungers, swim in the beachfront infinity pool, or enjoy a barbecue on the terrace.
Entertainment: Watch a movie in the 16-seater home cinema, play games in the games room, or play on the tennis court.
Family activities: There is a dedicated play area for younger children.
Dining: Arrange for a private chef to prepare meals, including a "Caribbean Grill Under the Stars" experience.
Wellness: Schedule private yoga sessions or massages on the beach or in your room.
Excursions: The staff can organize island excursions and private boat charters to nearby islands.
Beach hopping: Stroll to beach bars located along Meads Bay.
Local attractions: Visit the Heritage Collection Museum to learn about Anguilla's history, or explore the prehistoric petroglyphs at Big Spring.
Golf: Play a round of golf at the 18-hole Cuisinart Resort Golf Course.
Horseback riding: Enjoy a ride on the beach or through the countryside with a local stables.
Day 11
Time to say goodbye to paradise and head to the airport for your departure flight.