ItsSo Tropical

on our Caribbean Holidays


Caribbean Holidays 2025 & Beyond

Crystal-clear waters, soft white sands, swaying palms, and year-round sunshine—the Caribbean is the definition of paradise. With over 7,000 islands to explore, each offering its own unique charm, Caribbean holidays are as diverse as they are unforgettable.


Whether you dream of a luxury honeymoon, a family-friendly all-inclusive resort, or a tailor-made island-hopping adventure, the Caribbean has something just for you.


At ItsSo Travel, we don’t just book holidays—we craft experiences. Having visited the Caribbean ourselves, we’ll help you choose the right island, the right resort, and the right time to travel.

Why Choose a Caribbean Holiday?


  • Year-round sunshine 🌞 – Escape the UK’s winter blues or enjoy tropical summer adventures.
  • Stunning beaches 🏝 – From Antigua’s 365 coves to Grace Bay in Turks & Caicos.
  • Luxury resorts ✨ – Overwater bungalows, infinity pools, and world-class service.
  • Adventure & culture 🌿 – Rainforest hikes, diving coral reefs, spice plantations, and vibrant festivals.
  • Romance & honeymoons 💕 – Sunsets, private villas, and secluded getaways.
  • Family fun 👨‍👩‍👧‍👦 – Resorts with kids’ clubs, waterparks, and safe beaches.


Types of Caribbean Holidays



When Is the Best Time to Visit the Caribbean?


The Caribbean is a year-round destination, but your experience changes depending on when you travel:


  • Dec–Apr: Peak season, sunny and dry (perfect for honeymoons & winter sun).
  • May–Jun & Sep–Oct: Quieter, great value, fewer crowds.
  • Jul–Nov: Warm, lush, with the chance of tropical showers but fewer tourists.


👉 Full guide: Best Time to Visit the Caribbean


How Much Does a Caribbean Holiday Cost?


Prices vary depending on island, resort, and season:


  • All-Inclusive: from £1,500 per person
  • Luxury Resorts: from £3,000 per person
  • Tailor-Made / Multi-Centre: from £2,500–£4,500 per person


👉 Compare options: How Much Does a Caribbean Holiday Cost?


Why Book with ItsSo Travel?


Booking a Caribbean holiday online can feel overwhelming—with so many islands and resorts, where do you start? That’s where we come in:


  • First-hand knowledge of the Caribbean islands and resorts.
  • Tailor-made advice based on your style, budget, and travel dates.
  • Access to exclusive offers, upgrades, and trusted partners.
  • 100% financial protection with ABTA, ATOL, and our Trust Account model.
  • Peace of mind—we’re here before, during, and after your holiday.


At ItsSo Travel, we don’t just send you to the Caribbean—we match you with the experience that’s perfect for you.


Start Planning Your Caribbean Escape Today


Whether you’re dreaming of cocktails on a St Lucian beach, a luxury all-inclusive in Barbados, or an island-hopping adventure across Antigua and Grenada, the Caribbean awaits.


📞 Call us today or pop into our Torquay shops, and let’s plan your Caribbean holiday of a lifetime.


👉 Explore more: Caribbean Holidays: The Complete Guide