Plan, book, travel with confidence

Better together

Save up to AU$703 when you book a flight and hotel together*

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

Rest easy

Plan, book, and manage your trip all in one place

Top flight + Mountain hotel deals in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Rabot Hotel from Hotel Chocolat

AU$3,358

per person

18 Oct - 25 Oct

found 1 day ago

Return direct flight included

Montreal (YUL) to Vieux Fort (UVF)

9.4/10 Exceptional! (598 reviews)

The service needs to improved

Reviewed on 27 Aug. 2025

Ladera Resort - Adults Only

AU$7,045

per person

18 Oct - 25 Oct

found 1 day ago

Return direct flight included

Montreal (YUL) to Vieux Fort (UVF)

9.8/10 Exceptional! (635 reviews)

Loved staying here! Staff was so nice!

Reviewed on 28 Aug. 2025

Caille Blanc Villa & Hotel - Adults Only

Save 100% on your flight

AU$4,619

per person

18 Oct - 25 Oct

found 1 day ago

Return direct flight included

Montreal (YUL) to Vieux Fort (UVF)

9.6/10 Exceptional! (135 reviews)

What an incredible stay!!

Reviewed on 16 Aug. 2025

Don't see what you're looking for?

See all available trips from Columbus to Caribbean Islands

View all trips

5* Mountain holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Ladera Resort - Adults Only

AU$7,045

per person

18 Oct - 25 Oct

found 1 day ago

Return direct flight included

Montreal (YUL) to Vieux Fort (UVF)

9.8/10 Exceptional! (635 reviews)

Loved staying here! Staff was so nice!

Reviewed on 28 Aug. 2025

Don't see what you're looking for?

See all available trips from Columbus to Caribbean Islands

View all trips

4 Night Mountain holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Rabot Hotel from Hotel Chocolat

AU$4,187

per person

12 Nov - 15 Nov

found 23 hours ago

Return flight included

Sydney (SYD) to Vieux Fort (UVF)

9.4/10 Exceptional! (598 reviews)

The service needs to improved

Reviewed on 27 Aug. 2025

Caille Blanc Villa & Hotel - Adults Only

AU$4,715

per person

12 Nov - 15 Nov

found 23 hours ago

Return flight included

Sydney (SYD) to Vieux Fort (UVF)

9.6/10 Exceptional! (135 reviews)

What an incredible stay!!

Reviewed on 16 Aug. 2025

Don't see what you're looking for?

See all available trips from Columbus to Caribbean Islands

View all trips

Top Mountain Caribbean Islands Hotels

Strawberry Hill

Island Outpost, Irish Town, Saint Andrew

31 hours drive from Windward Islands

Stay at this 3-star boutique hotel in Irish Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bob Marley Museum and Hardwar Gap are ...

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard, Caguas

16 hours drive from Windward Islands

Stay at this 3.5-star golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

Ladera Resort - Adults Only

Rabot Estate, Soufrière

1 hour drive from Windward Islands

Book a stay at this beach resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...

See all 81,775 properties in Caribbean Islands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.