Caribbean Hideaways · journey photograph
CARIBBEAN

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.

Overview:
  • 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.

STAYING AT

Rosewood Little Dix Bay

DAY 8-11 · Nevis

Four Seasons Resort Nevis, West Indies · hotel gallery
Four Seasons Resort Nevis, West Indies · hotel gallery

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.

STAYING AT

Four Seasons Resort Nevis, West Indies

Four Seasons Resort Nevis

Escape to serenity at Four Seasons Resort Nevis, a tropical oasis lying on the beach close to Charlestown on the Caribbean island of Nevis. Enjoy gourmet dining, pampering spa treatments, and idyllic outdoor pools.

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Four Seasons Resort Nevis, West Indies: Beachfront Paradise

Beachfront Paradise

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Step outside Four Seasons Nevis straight onto the pretty, palm-fringed Pinney’s Beach. With its golden sand and sparkling clear waters, it’s perfect for both beach lounging and relaxing swims.

Four Seasons Resort Nevis, West Indies: Global Dining

Global Dining

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Caribbean cuisine and international flavours such as Japanese and Mediterranean are all on the menu here. Dine across five distinct restaurants and be sure to visit the rum bar.

Four Seasons Resort Nevis, West Indies: Life of Leisure

Life of Leisure

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When you’re not chilling on the beach, you’ll find plenty to enjoy at Four Seasons Resort Nevis. Its excellent leisure facilities include outdoor pools, tennis courts, and a spa.

ENJOY
THESE EXPERIENCES

Green Vervet Monkey Spotting tour

Join a guided tour to look for green vervet monkeys during your stay on Nevis.

Alexander Hamilton Birthplace and Vanilla Paradice Tour

Visit Alexander Hamilton’s birthplace and Vanilla Paradise for an introduction to Nevis’ colonial past and vanilla cultivation.

ENJOY THESE EXPERIENCES

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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.

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."
MICHELLE MARTIN

MICHELLE MARTIN

PERSONAL TRAVEL MANAGER

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