From romantic escapes to multigenerational getaways, the Caribbean offers experiences that feel effortless and unforgettable. This guide explores how couples, families, and friends can enjoy the Caribbean in ways that feel thoughtful, elevated, and perfectly suited to how they travel.

Luxury Caribbean resorts are defined by more than beautiful surroundings, they are about service, comfort, and an experience that feels effortless from start to finish. This guide explains what truly makes a resort worth the investment and how thoughtful planning ensures the right fit for every traveler.

Winter is the perfect time to escape to the Caribbean, but some islands offer more reliable warmth and sunshine than others. This guide highlights the best Caribbean destinations for winter travel and how to choose the right island for your ideal escape.

The Caribbean continues to evolve, with new luxury resorts, elevated experiences, and fresh destination favorites shaping travel in 2026. From sun-soaked winter escapes to immersive island experiences, this guide highlights what’s trending and where to go now.

Looking for inspiration to start planning your 2026 travels? Discover some of the most exciting, scenic, and meaningful destinations to add to your list for the year ahead, along with expert insight on what makes each one special.

2025 was a remarkable year at Castaway Destinations, filled with unforgettable client journeys, personal travel highlights, and the launch of exciting new offerings like The European Collection. We are so grateful for the trust you place in us and look forward to helping you explore even more of this beautiful world in 2026.

Setting intentional travel goals can help you prioritize the moments, destinations, and experiences that matter most in the new year. Here’s how to create a 2026 travel plan that feels inspiring, achievable, and uniquely yours.

Holiday travel can feel overwhelming, but with the right preparation, your journey can be smooth and enjoyable. These simple concierge tips will help you travel with confidence during the busiest season of the year.

The best gifts are not found in a box but in the memories we make together. Discover how gifting travel can bring joy that lasts far beyond the holidays.

From chocolate tasting in Zurich to breathtaking alpine adventures and lakeside sunsets, this Switzerland itinerary was a dream come true for one family. Their journey blended iconic highlights, hidden gems, and heartwarming moments that turned travel into lifelong memories.

Avoid the most common travel mistakes with insider tips from the Castaway Destinations team. Learn how we help clients save time, prevent stress, and travel smarter — from booking to boarding.

Go behind the scenes with Castaway Destinations to see how our team designs seamless, custom travel experiences — from the first discovery call to the final itinerary. Plus, get an inside look at a few real client stories that showcase how every trip comes together.

Think travel advisors are a thing of the past? Discover why working with a professional advisor can save you time, stress, and money — while unlocking the kind of experiences you won’t find online.

Discover why Disney Cruise Line’s Concierge Level is worth the upgrade. Travel writer Audrey Legg shares her experience sailing Concierge, from private lounges and early boarding to priority cabana access on Castaway Cay.

Discover the best things to do outside the Disney parks! Former Cast Member and Disney Travel Advisor Anna Miller shares her insider tips for resort hopping, mini golf, Disney Springs, and more.

Travel through the eyes of Addison Legg, who shares what makes a Disney Cruise magical for teens. From teen clubs to karaoke nights and exploring ports, see why Disney is perfect for the whole family.

Discover why Walt Disney World is the perfect honeymoon destination for couples seeking romance, luxury, and a touch of pixie dust. Travel advisor Payton Wade shares her own honeymoon story and expert tips to help you plan the Disney trip of your dreams.

Escape to one of the best adults-only resorts in the United States for 2024/2025. From mountain ranches in Montana to island retreats in the Florida Keys, discover luxury getaways where romance and relaxation take center stage—no passport required.

From scenic railways to whale sightings, this summer’s Alaska trips were filled with iconic views and unforgettable experiences. Join us as we spotlight four very different journeys through the Last Frontier—each uniquely tailored to the travelers who took them.

From scenic drives in Ireland to peaceful moments in Bath, our Castaway clients embraced the charm and culture of the UK this summer. Read on for their favorite highlights—and a special preview of our December trip to London.