
CASTAWAY ISLANDS
Caribbean Hideaways
10 NIGHTS, BRITISH VIRGIN ISLANDS & NEVIS
Experience two of the Caribbean’s most enchanting islands on this 10-night escape, pairing the barefoot elegance of Virgin Gorda with the rich heritage and natural beauty of Nevis.
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Begin with seven nights at Rosewood Little Dix Bay, an iconic retreat tucked between a crescent-shaped beach and lush tropical hills. Spacious suites and villas blend seamlessly into their surroundings, inviting you to embrace island living where pristine sands, crystal-clear waters and impeccable service define each day. Explore the British Virgin Islands from the water with a private day sail, cruising around secluded coves and hidden beaches. Snorkel vibrant coral reefs, paddleboard and enjoy a delicious lunch prepared by an expert chef as you soak up the region’s spectacular scenery.
Your final three nights take you to Four Seasons Resort Nevis, where golden beaches meet the dramatic backdrop of Nevis Peak. While here, join a guided tour to spot green vervet monkeys and meet Nevis’ playful residents. Discover waterfalls and hidden rainforest viewpoints on a personalised hike with optional horseback experience. End by visiting Alexander Hamilton’s birthplace and Vanilla Paradise, where the island’s colonial past and fragrant vanilla cultivation offer a memorable glimpse into its unique character.
- 7 nights on Virgin Gorda at Rosewood Little Dix Bay
- Private day sailing experience around British Virgin Islands
- 3 nights at Four Seasons Resort Nevis
- Visit Alexander Hamilton’s birthplace and Vanilla Paradise
- Spot green vervet monkeys and enjoy a guided hike along waterfalls
DAY 1-8 · Virgin Gorda
Virgin Gorda
7 nights at Rosewood Little Dix Bay
Spend seven nights at Rosewood Little Dix Bay on Virgin Gorda, between a crescent-shaped beach and tropical hills. A private day sail explores secluded coves and hidden beaches, with coral-reef snorkelling, paddleboarding and lunch prepared by a chef.
DAY 8-11 · Nevis

Nevis
3 nights at Four Seasons Resort Nevis
Spend three nights at Four Seasons Resort Nevis beneath Nevis Peak. Join a guided green vervet monkey-spotting tour, explore waterfalls and rainforest viewpoints on a personalised hike with optional horseback experience, and visit Alexander Hamilton’s birthplace and Vanilla Paradise.
ENJOY THESE EXPERIENCES
Across this journey.
Private Caribbean Island Escape
Escape by boat to a deserted Caribbean island, with a personal beach setup, dedicated chef and butler service, and a fresh seafood lunch. Enjoy snorkelling and paddleboarding in privacy during your time on Virgin Gorda.
Private guide through Nevis' untouched landscapes
Explore Nevis’ waterfalls, rainforest and hidden viewpoints with a private guide, pausing for a picnic overlooking the Caribbean Sea. A horseback experience is optional.
YOUR JOURNEY IN PICTURES
Photography from this journey’s brochure.




WINGED BOOTS WISDOM
"Extend your Caribbean island-hopping adventure with four nights on St. Maarten, accessible by 45-minute flight from St. Kitts and Nevis. Stay at La Samanna, A Belmond Hotel where culture and cuisine sit alongside a beautiful stretch of coast."

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