Islands of the Caribbean
February 04 - 13, 2026
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Islands of the Caribbean
February 04 - 13, 2026
Departure point
Stuart, Florida, USA
10 Days
9 Nights
2,905 Nautical Miles
3 Countries
Turks and Caicos Islands Dominica Barbados
Experience the magic of island-hopping with fellow pilots on Islands of the Caribbean, a Journey that captures the essence of tropical luxury and camaraderie. From the tranquil shores of South Caicos to the lush rainforests of Dominica and the timeless elegance of Barbados, each destination offers its own rhythm and charm. Share the skies, stories, and unforgettable moments with your Air Journey companions as you explore hidden coves, sail crystal-clear waters, and unwind in world-class resorts. This is more than a getaway – it is a celebration of adventure, connection, and the freedom of flight.
Aircraft Requirements
500 NM Minimum Range
Survival equipment
Highlights of this journey
South Caicos, Turks & Caicos
Discover unspoiled beauty and barefoot luxury at Sailrock Resort, where turquoise waters, secluded beaches, and pure tranquility define this hidden Caribbean gem.
Portsmouth, Dominica
Immerse yourself in the nature island at Secret Bay, a cliffside sanctuary where rainforest meets the sea and every moment feels both grounding and transformative.
Bridgetown, Barbados
Explore the island's underwater wonders on a private sailing excursion, where you can snorkel with gentle sea turtles and vibrant fish.
Itinerary at a glance
Day 1-4
South Caicos, Turks and Caicos Islands
SailrockDay 4-7
Portsmouth, Dominica
Secret BayDay 7-10
Bridgetown, Barbados
Sandy LaneDay 10
Home
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South Caicos, Turks and Caicos Islands
Day 1-4: Wednesday, February 04 - Saturday, February 07
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...
Read more...Portsmouth, Dominica
Day 4-7: Saturday, February 07 - Tuesday, February 10
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...
Read more...Bridgetown, Barbados
Day 7-10: Tuesday, February 10 - Friday, February 13
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...
Read more...Inclusions
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What is a Single Supplement?
Our pricing is based on double occupancy. A single supplement is an additional fee that solo travelers must pay when booking accommodations, tours, and/or cruises designed for double occupancy. This fee covers the cost of the entire room or cabin, which would typically be shared by two people.
What is the Airplane Registration Fee?
Our Airplane Registration Fee covers administrative tasks such as obtaining permits, personalized flight planning, confirming fuel availability, parking, arranging with handlers, and weather updates. It includes a dedicated Journey Director for the group and flight briefings for each leg, ensuring peace of mind throughout your Journey. Please note: Aircraft fees are not included in our packages, as clients use their own aircraft with varying make/models. The fee solely covers Air Journey obtaining these items, not their actual cost.
The Price Per Person Includes
The Airplane Registration Fee Includes
- Usage of the Air Journey App
- Direct Foreflight Links for easy flight plan uploading into your personal Foreflight account
- International flight plans, routing, frequencies, nav-aids, reporting points, and more for each leg of your Journey
- Flight plans and eAPIS manifest outbound/inbound filed on your behalf
- Pilot briefing prior to every flying day
- Fuel availability confirmed along the route of flight
- Obtaining of permits, landing rights, overflight permits, handling arrangements
- Assistance with country entry forms (Caricom, CanPASS, etc)
- Confirmed parking and fuel along our route
- Planning for additional fuel stops if required
- Air Journey Goodies – each participant will receive a shirt embroidered with their name, aircraft make/model, and airplane’s tail number with the name of the Journey, a hat per person, and a bag per couple, as a souvenir of your flying adventure.
The Price Does Not Include
- Fees associated with your aircraft (fuel, handling fees, airport fees, permit fees, landing fees, departure taxes, etc.)
- Cost of obtaining passport, visas, or inoculations required for your Journey
- Optional activities
- Cocktails and Spirits are not included
- Lunch when not listed in the itinerary
- Personal expenses such as laundry, room service, communication charges and other incidentals
- Commercial flight tickets when required
- Survival equipment rental (Air Journey has survival equipment available for rent. Contact Air Journey for more details +1(561)841-1551
- Travel Interruption and Cancellation Insurance (this is strongly recommended and not included in the package. Please contact us at +1 (561)841-1551 for more details.
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Payment schedule
Deposit per person required at time of booking
FOR ALL AIR JOURNEYS:
$500 PER PERSON
INITIAL PAYMENT REQUIRED WITHIN 14 DAYS OF BOOKING
FOR JOURNEYS LASTING LESS THAN 15 DAYS:
$2,000 PER PERSON + AIRPLANE REGISTRATION FEE
FOR JOURNEYS LASTING BETWEEN 15 - 40 DAYS: *AND OUR GALAPAGOS JOURNEYS
$4,500 PER PERSON + AIRPLANE REGISTRATION FEE
FOR JOURNEYS LASTING MORE THAN 40 DAYS:
$9,500 PER PERSON + AIRPLANE REGISTRATION FEE
Final payment due dates
FOR JOURNEYS LASTING 40 DAYS OR LESS:
90 DAYS PRIOR DEPARTURE
FOR JOURNEYS LASTING MORE THAN 40 DAYS:
120 DAYS PRIOR DEPARTURE
Cancellation policy
For Journeys Lasting 40 Days or Less
OUTSIDE OF 150 DAYS:
Deposit and initial payment are refundable, and AJ holds the Airplane Registration Fee as a credit for 12 months from the client's cancellation date.
BETWEEN 150 AND 90 DAYS:
AJ retains the deposit and the initial payment, and holds the Airplane Registration Fee as a credit for 12 months from the client's cancellation date.
BETWEEN 89 AND 60 DAYS:
AJ retains 50% of the Journey cost and holds the Airplane Registration Fee as a credit for 12 months from the client's cancellation date.
BETWEEN 59 AND 30 DAYS:
AJ retains 100% of the Journey cost and holds the Airplane Registration Fee as a credit for 12 months from the client’s cancellation date.
LESS THAN 30 DAYS BEFORE DEPARTURE:
AJ retains 100% of the Journey cost and the full Airplane Registration Fee
FOR JOURNEYS LASTING MORE THAN 40 DAYS
OUTSIDE OF 300 DAYS:
AJ retains the deposit and the initial payment, and holds the Airplane Registration Fee as a credit for 12 months from the client's cancellation date.
BETWEEN 300 AND 210 DAYS:
AJ retains 30% of the Journey cost, and holds the Airplane Registration Fee as a credit for 12 months from the client's cancellation date.
BETWEEN 209 AND 120 DAYS:
AJ retains 60% of the Journey cost and holds the Airplane Registration Fee as a credit for 12 months from the client's cancellation date.
BETWEEN 119 DAYS AND 90 DAYS:
AJ retains 100% of the Journey cost and holds the Airplane Registration Fee as a credit for 12 months from the client’s cancellation date.
LESS THAN 90 DAYS BEFORE DEPARTURE:
AJ retains 100% of the Journey cost and the full Airplane Registration Fee
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Islands of the Caribbean
February 04 - 13, 2026