Holidays to the Cayman Islands

Cayman Islands Holidays

Combining laidback island vibes with sophisticated charm, the Cayman Islands are the perfect spot for a sun-drenched, luxurious getaway. Prestigious hotels on Grand Cayman’s stunning Seven Mile Beach blend seamlessly with family-friendly resorts, with gourmet restaurants and exciting water sports adding even more character to this beautiful Caribbean destination.

View Holidays in Cayman Islands

Why Tropical Sky?

We're award winning Our awards reflect our dedication to delivering incredible tailor-made holidays

Why Tropical Sky?

Your money is safe We safeguard your money with ATOL protection and have membership to codes of best conduct.

Why Tropical Sky?

Award Winning Excellence in customer service Awarded 2024 Feefo Platinum Trusted Service Award for Tropical Sky's excellence in customer service.

Why Tropical Sky?

We answer quickly On average, calls are answered within three rings. We also respond to emails quickly.

Why Tropical Sky?

We offer expert advice and great service Our luxury tailor-made holidays are created with impeccable service from start to finish.

Holidays to the Cayman Islands

The Cayman Islands epitomise the unique beauty of the Caribbean, with pristine beaches on Grand Cayman, vibrant local culture, and tranquil turquoise waters all around. Easily accessible, the Cayman Islands are a favourite for relaxed family holidays and a top choice for many celebrities.

This enchanting trio of islands – Grand Cayman, Cayman Brac, and Little Cayman – offers a stunning combination of sandy beaches, year-round sunshine, and crystal-clear waters. Grand Cayman, the largest of the three, is known for its idyllic scenery and vibrant atmosphere. The island's highest point, The Bluff, rises to 140ft, providing stunning views of the surrounding azure waters.

While many islands are known for their beaches alone, holidays to the Cayman Islands offer an extensive range of activities, including scuba diving, snorkelling, and paddleboarding, as well as world-class golf courses. Even a casual stroll along the picturesque George Town harbor, with its colourful shops and lively atmosphere, is a joy in itself.

Grand Cayman is also a culinary delight. From casual beachfront eateries to upscale gourmet restaurants, the island offers a tantalising array of dining options. Be sure to visit The Brasserie, known for its farm-to-table cuisine, or enjoy a fresh seafood feast at Blue by Eric Ripert. The island also boasts lively nightlife, with hotspots like Camana Bay offering plenty of bars and entertainment.

A visit to George Town, the heart of Grand Cayman, takes you to a bustling capital with a friendly, welcoming vibe. The local culture is rich with history, and exploring the island's heritage sites is a must for any visitor.

The Cayman Islands are truly a magical place to visit, offering both relaxation and adventure in equal measure, ensuring you'll never be bored.

Why visit the Cayman Islands?

Join the festivities - The Cayman Islands host vibrant festivals year-round, showcasing local music and culture.
Great for foodies - The islands offer some of the best cuisine in the Caribbean, with a focus on fresh, local seafood.
Rum lovers' haven - As the birthplace of Tortuga rum, you'll find plenty of opportunities to enjoy decadent cocktails and rum tastings.
Spectacular snorkelling - Discover the underwater beauty of the Cayman Islands' reefs, including encounters with majestic sea turtles.
Family-friendly fun - With numerous child-friendly restaurants and beach hotels, it's an ideal destination for families.

Inspired? Tropical Sky also arranges Caribbean holidays in other destinations including Barbados, Mexico, Jamaica, Antigua, St Lucia, Bahamas, British Virgin Islands, Dominican Republic, Grenada, Grenadines, Cuba, Tobago, Aruba, Anguilla and St Kitts and Nevis.