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Featured Island Destinations to Fly to by Private Jet

Each destination below features incredible beaches, turquoise waters, and world-class resorts. Book a private jet and arrive in style.

Nassau

Bahamas Classic

Nassau

A top Caribbean “greatest hits” destination for U.S.-departing private jet leisure—ideal for quick beach weekends and easy arrivals.

MiamitoNassau
One Way
USD 8,000 - USD 18,000
Round Trip (4 days)
USD 20,000 - USD 48,000
Phenom 300
Providenciales

Resort Island Escape

Providenciales

One of the most requested island getaways for premium leisure travel—known for high-end resorts and smooth airport access.

MiamitoProvidenciales
One Way
USD 14,000 - USD 30,000
Round Trip (4 days)
USD 40,000 - USD 95,000
Phenom 300
St. Barts

Iconic Boutique Island

St. Barts

A bucket-list arrival with strong demand, but aircraft and runway constraints can apply. Many itineraries route via St. Maarten depending on lift and conditions.

MiamitoSint Maarten
One Way
USD 20,000 - USD 45,000
Round Trip (4 days)
USD 65,000 - USD 150,000
Citation XLS
Grand Cayman

Luxury Beach & Privacy

Grand Cayman

A consistent private jet leisure market with premium villas and straightforward access for relaxed island stays.

MiamitoGrand Cayman
One Way
USD 12,000 - USD 26,000
Round Trip (4 days)
USD 35,000 - USD 85,000
Phenom 300
Anguilla

Discreet Ultra-Relaxed Escape

Anguilla

An iconic island favored for privacy and quiet luxury. Depending on aircraft and routing, some itineraries connect via St. Maarten.

MiamitoSint Maarten
One Way
USD 20,000 - USD 45,000
Round Trip (4 days)
USD 65,000 - USD 150,000
Citation XLS
San Juan

Caribbean Gateway with Flexibility

San Juan

A high-demand leisure hub and a convenient gateway for wider Caribbean itineraries, with strong routing flexibility and infrastructure.

MiamitoSan Juan
One Way
USD 18,000 - USD 40,000
Round Trip (4 days)
USD 60,000 - USD 140,000
Phenom 300
Why Fly Private for an Island Getaway?

Why Fly Private for an Island Getaway?

Island travel is timing-sensitive—resort check-ins, weekend flight windows, and limited capacity during peak periods. Pr...

Planning Notes for Private Jet Island Travel

Planning Notes for Private Jet Island Travel

A few details can make island itineraries significantly smoother—especially for peak travel weeks....

FAQs About Private Jet Island Getaways

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