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Home / /

Islands of the Caribbean

February 04 - 13, 2026
HomeBy DestinationGuided JourneysBahamas & CaribbeanIslands of the Caribbean
Itinerary
Overview Itinerary Accommodations Price & Inclusions Distance Chart Book Now
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Day 1-4

S

South Caicos, Turks and Caicos Islands

Wednesday, February 04 - Saturday, February 07

Flying day: Wednesday, February 04

Stuart, United States (KSUA) South Caicos, Turks and Caicos Islands (MBSC)
585 nm

South Caicos, Turks and Caicos Islands

Join Air Journey and your Journey Director this morning at the airport for a pilot briefing before our flight to the serene island of South Caicos in the Turks and Caicos Islands. Upon arrival, we will be transferred to Sailrock Resort, an intimate hideaway perched between the turquoise Atlantic and the calm Caribbean. Here, unspoiled natural beauty and barefoot sophistication combine to create a sanctuary of pure tranquility.

The following day, we will set out on a private boat adventure to explore the surrounding cays and hidden beaches of South Caicos. Cruise over vibrant reefs teeming with marine life, stop for a refreshing swim in crystal-clear waters, and savor a light island lunch prepared by the crew. There will be ample time to snorkel, sunbathe, or simply take in the beauty of this untouched paradise.

Spend your final day at leisure. Lounge by the infinity pool overlooking the ocean, indulge in a rejuvenating spa treatment, or explore the island’s peaceful trails and scenic viewpoints. Whether you choose to unwind or venture out, Sailrock offers the perfect balance of adventure and relaxation

  • Sailrock | 3 Nights
  • Welcome Cocktail and Dinner included

Sailrock

Sailrock is where barefoot luxury meets untouched beauty. Tucked away on South Caicos, this secluded resort offers pristine beaches, crystal-clear waters, and an atmosphere of pure tranquility. Guests come for the privacy, stay for the views, and leave feeling as though they’ve discovered the Caribbean’s best-kept secret.
Day 4-7

P

Portsmouth, Dominica

Saturday, February 07 - Tuesday, February 10

Flying day: Saturday, February 07

South Caicos, Turks and Caicos Islands (MBSC) Dominica, Dominica (TDPD)
685 nm

Portsmouth, Dominica

We continue our Journey to the unspoiled island of Dominica, known as the Nature Island of the Caribbean. Our home for the next few days will be Secret Bay, a secluded sanctuary perched on a lush cliffside overlooking the Caribbean Sea. Blending eco-luxury with complete privacy, Secret Bay offers spacious villas with private plunge pools, open-air living spaces, and breathtaking views surrounded by rainforest and ocean.

While in Dominica, we will set out on a guided hike through the island’s lush rainforest to experience its breathtaking natural beauty up close. Along the trail, we will encounter cascading waterfalls, tropical flora, and the vibrant sounds of the jungle. Surrounded by untouched wilderness, this adventure captures the essence of Dominica’s wild and unspoiled spirit.

Our final day is yours to enjoy at leisure. Wander through rainforest trails, unwind with a spa treatment, or simply relax on your villa terrace, embraced by nature and sea breeze. Secret Bay offers the ultimate blend of serenity, adventure, and authentic Caribbean soul.

  • Secret Bay | 3 Nights
  • Breakfast and Dinner Daily | Lunch during the excursion

Secret Bay

Secret Bay is an intimate escape set on Dominica’s lush cliffs, where rainforest meets the sea. Each villa offers complete privacy, ocean views, and a sense of connection to nature that feels almost spiritual. It’s a place for those seeking barefoot luxury, soulful quiet, and the rare kind of beauty that leaves you changed.
Day 7-10

B

Bridgetown, Barbados

Tuesday, February 10 - Friday, February 13

Flying day: Tuesday, February 10

Dominica, Dominica (TDPD) Bridgetown, Barbados (TBPB)
185 nm
Bridgetown, Barbados

Bridgetown, Barbados

The next leg of our Journey takes us to Bridgetown, Barbados, a vibrant capital bursting with Caribbean charm. From its colorful architecture and lively markets to stunning beaches, Bridgetown offers something for everyone. Upon arrival, transfer to Sandy Lane, one of the Caribbean’s most iconic resorts. Set along the island’s platinum west coast, Sandy Lane combines timeless elegance with exceptional service, offering luxurious rooms, championship golf courses, a serene spa, and a pristine white-sand beach lined with its signature pink umbrellas.

The following day, discover the island’s natural beauty on a private sailing excursion, where you can snorkel with graceful sea turtles and colorful tropical fish. Enjoy a delicious lunch onboard as you glide across Barbados’s crystal-clear waters, taking in breathtaking views of the coastline.

The final day is yours to enjoy at leisure, embracing all that Sandy Lane has to offer. Relax on the beach, enjoy water sports, or indulge in a spa treatment. Golf enthusiasts can play a round on the resort’s renowned courses, while others may simply unwind by the pool. For those seeking a taste of local life, venture into Bridgetown to explore its vibrant streets and culture.

  • Sandy Lane | 3 Nights
  • Breakfast and Dinner Daily | Lunch during the excursion

Sandy Lane

Sandy Lane embodies the essence of Caribbean luxury. Nestled along Barbados’s platinum west coast, this iconic resort welcomes guests with pristine beaches, world-class golf courses, and service that defines exclusivity. From its elegant suites to its legendary pink umbrellas, every detail at Sandy Lane whispers sophistication, relaxation, and the art of living well.

Flying day: - Friday, February 13

Bridgetown, Barbados (TBPB) default Samana, Dominican Republic (MDCY)
700 nm
Samana, Dominican Republic (MDCY) default Stuart, United States (KSUA)
750 nm
Stuart, United States (KSUA) default Home
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Islands of the Caribbean | February 04 - 13, 2026
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February 04 - 13, 2026
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