Vacations in the Caribbean
Mona monkey in Grand Etang Forest Reserve
The Pitons at sunset
The Tulum ruins
Flamingos in Aruba
Bustling Havana street

Vacations in the Caribbean with Tropical Sky

It’s time to embrace what the Caribbean is all about. Sugary sand beaches, vibrant nightlife, sensational food and cool reggae music truly encapsulates the perfect beach getaway, offering romance, family fun and luxurious resorts among some of the world’s most beautiful scenery.

Why Tropical Sky?
Your money is safe We safeguard your money with ARC protection and have membership to codes of best conduct.
Why Tropical Sky?
Award WinningExcellence in customer service
Award Winning Excellence in customer service Awarded 2024 Feefo Platinum Trusted Service Award for Tropical Sky's excellence in customer service.
Why Tropical Sky?
Award Winning
We answer quickly On average, calls are answered within three rings. We also respond to emails quickly.
Why Tropical Sky?
Award Winning
We offer expert advice and great service Our luxury tailor-made vacations are created with impeccable service from start to finish.

Eclectic beaches, friendly locals and fun island vibes await

The Caribbean; it’s a byword for luxurious vacations and beachside relaxation. Whether you’re sunbathing on the sugary sand, dipping your toes in transparent ocean or lounging back with a colorful cocktail, there isn’t anywhere else you’ll want to be. Completely relaxed and carefree, you can experience that much-needed time away from home on an unforgettable vacation.

But time in the Caribbean doesn’t have to be limited to lying down on a sun-soaked beach. Check out the stunning scenery of St Lucia’s famous Pitons or venture onto one of Barbados’ fine golf courses. Cancun’s a dream destination for cutting loose and having fun, while Tobago’s easy-going, friendly locals are just what you need for perfect vacation companions.

It’s perfect for families looking for an all-inclusive break, couples pining for a romantic getaway or solo travelers in need of some luxurious time away. Forget the clichés, or revel in them, the Caribbean doesn’t care; it just wants you to have a great vacation.

Caribbean Inspiration
Caribbean cuisine

A true taste of the Caribbean

Wherever you dine in the Caribbean, you'll find one-of-a-kind dishes bursting with a tropical blend of flavours, influenced by cultures from across the globe.

Read more
Family at the beach

Top 10 Family Attractions in the Caribbean

The Caribbean is known for luxurious relaxing vacations, but there's much more beyond the shores! It's a great destination to take the kids - from watersports to jungle tours, it'll be a family vacation you'll never forget.

Read more
Family fun on the beach at St James's Club & Villas

Top 10 family hotels in the Caribbean

The Caribbean boasts a variety of hotels and resorts offering everything you need to turn your family vacations into something spectacular. The kids will never get bored, giving you a little peace to unwind.

Read more

Your dream holiday in the Caribbean starts with Tropical Sky

Recommended Vacations

Explore our Caribbean destinations