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Ultimate Caribbean

January 11 - 20, 2026
HomeBy DestinationGuided JourneysBahamas & CaribbeanUltimate Caribbean
Itinerary
Overview Itinerary Accommodations Price & Inclusions Distance Chart Book Now
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Day 1-4

T

The Valley, Anguilla

Sunday, January 11 - Wednesday, January 14

Flying day: Sunday, January 11

Stuart, United States (KSUA) The Valley, Anguilla (TQPF)
1,095 nm
The Valley, Anguilla
A captivating view of Belmond Cap Juluca in The Valley, Anguilla, featuring luxurious beachfront villas and turquoise waters stretching to the horizon. Tailored for self-flying pilots planning a caribbean adventure
Belmond Cap Juluca Beachfront in The Valley, Anguilla
Boat Outing in Anguilla
Boat Outing in Anguilla
Savoring dinner at Belmond Cap Juluca, Anguilla.
Savoring dinner at Belmond Cap Juluca, Anguilla.
Approaching the runway at Anguilla.
Approaching the runway at Anguilla.

The Valley, Anguilla

Join Air Journey and your Journey Director this morning at the airport for a pilot briefing before our flight to the idyllic island of Anguilla in the West Indies. Upon arrival, we will be transferred to the renowned Belmond Cap Juluca Resort, nestled along the mile-long pristine white sands of Maundays Bay, where the crystal-clear aqua waters await, inviting you to indulge in the ultimate island escape.

The following day, we will enjoy a private sailing catamaran adventure to explore the turquoise waters surrounding Anguilla. Relax in the warm, calm waters as you witness schools of colorful fish and vibrant coral. Enjoy a delicious island-style lunch onboard and take advantage of ample time for snorkeling in secluded spots around Anguilla. The afternoon is yours to enjoy at your leisure.

Our final day in Anguilla, you will be able to embrace leisure at its finest as you relax or explore the island on your own. Cap Juluca takes pride in its beach services and amenities, offering custom-designed chaise lounges, chaise-side beverage and meal service, complimentary chilled towels and sorbet, ice-cold bottled water, and five cabana bars along the beach. Join beach fitness classes or simply unwind amidst the beauty of Anguilla’s stunning shores. For true relaxation, pay a visit to the recently opened spa by Guerlain. Whether you seek relaxation or adventure, Cap Juluca promises an unforgettable island experience.

  • Belmond Cap Juluca | 3 Nights
  • Breakfast and Dinner Daily | Lunch during the excursion

Belmond Cap Juluca

The completely renovated Belmond Cap Juluca has long been regarded as the ultimate island escape. Situated on a mile long pristine white sand beach along Maundays Bay and crystal-clear aqua waters are among the most beautiful in the world, every room is a private island oasis and a beach front haven.
Day 4-7

V

Val Des Pitons, Saint Lucia

Wednesday, January 14 - Saturday, January 17

Flying day: Wednesday, January 14

The Valley, Anguilla (TQPF) Hewanorra, Saint Lucia (TLPL)
295 nm
Sunset boat adventure in St. Lucia.
Sunset boat adventure in St. Lucia.

Val Des Pitons, Saint Lucia

Continue your Journey to the captivating Val des Pitons, a stunning area nestled between St. Lucia’s towering volcanic peaks, Gros Piton and Petit Piton. Your home away from home will be Sugar Beach, A Viceroy Resort, a sanctuary of luxury and tranquility. Located on the pristine Sugar Beach, this resort blends colonial charm with modern sophistication, offering panoramic views of the Pitons rising dramatically from the Caribbean Sea.

While in St. Lucia, we will set sail to navigate along the picturesque west coast on a private catamaran (weather permitting). As we glide across crystal-clear waters, admire the island’s most iconic landmarks, including the majestic Pitons. We will stop to snorkel in hidden coves, discovering vibrant coral reefs teeming with tropical marine life. The rest of the day is yours to unwind, relax on the beach, or explore the resort’s luxurious amenities.

Your final day at this destination is yours to unwind or explore at your own pace. Begin your morning with an optional treatment at the renowned Rainforest Spa, tucked amidst lush tropical greenery, or dive into exciting water activities like kayaking, paddleboarding, or scuba diving. Savor a leisurely beachside lunch or relax with cocktails as the gentle waves kiss the shore.

  • Sugar Beach, a Viceroy Resort | 3 Nights
  • Breakfast and Dinner Daily | Lunch during the excursion

Sugar Beach, a Viceroy Resort

Nestled within the UNESCO World Heritage-listed Val des Pitons, Sugar Beach, A Viceroy Resort in St. Lucia offers a luxurious tropical sanctuary. Surrounded by lush rainforest and crystal-clear waters, the resort features elegant villas and beachfront bungalows with private plunge pools. Indulge in world-class dining, a serene rainforest spa, and breathtaking views, all in one of the Caribbean’s most iconic and scenic settings.
Day 7-10

C

Canouan, Saint Vincent and the Grenadines

Saturday, January 17 - Tuesday, January 20

Flying day: Saturday, January 17

Hewanorra, Saint Lucia (TLPL) Canouan Island, Saint Vincent and the Grenadines (TVSC)
70 nm

Canouan, Saint Vincent and the Grenadines

After breakfast, we will fly to Canouan, a hidden gem in The Grenadines, known for its luxury and tranquility. Upon arrival, we’ll transfer to the elegant Mandarin Oriental Canouan, a tropical paradise with colonial-style suites and stunning sea views.

The next morning, we will uncover the breathtaking beauty of the Grenadines on a half-day catamaran excursion, with opportunities to snorkel, encounter sea turtles, and visit the stunning filming locations of Pirates of the Caribbean around the Tobago Cays.

The final day at this destination is yours to relax or explore on your own. Cruise around the island by golf buggy or bicycle, visit the historic Anglican Church, or spot native tortoises. In the evening, we will gather for a pilot briefing and a delightful farewell dinner.

  • Mandarin Oriental, Canouan | 3 Nights
  • Breakfast and Dinner Daily | Lunch during the excursion

Mandarin Oriental, Canouan

Nestled on the picturesque island of Canouan in the Grenadines, the Mandarin Oriental Canouan is a luxurious tropical paradise offering unparalleled beauty, exclusivity, and relaxation. Surrounded by pristine beaches, crystal-clear waters, and lush greenery, this exquisite resort promises an unforgettable escape for discerning travelers seeking serenity and indulgence.

Flying day: - Tuesday, January 20

Canouan Island, Saint Vincent and the Grenadines (TVSC) default Samana, Dominican Republic (MDCY)
625 nm
Samana, Dominican Republic (MDCY) default Stuart, United States (KSUA)
750 nm
Stuart, United States (KSUA) default Home
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Ultimate Caribbean | January 11 - 20, 2026
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January 11 - 20, 2026
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