Your Time, Your Journey

Expert Travel Planning with 25 Years Experience

Rated 5 Stars by Clients

★★★★★

Your Dream Vacation Awaits

Retirement is the perfect time to explore the world—one port at a time. At Dee Charles and Associates, we specialize in curated cruise vacations designed for travelers who finally have the time to go anywhere, anytime. Whether it’s the Caribbean, Mediterranean, Alaska, or a river cruise through Europe, we make it easy to set sail in comfort and style

flat lay photography of camera, book, and bag
flat lay photography of camera, book, and bag

25+

25 Years Experience

Why Choose Us?

  • Expert Cruise Planning
    With over 25 years in the travel industry, we know the ins and outs of every major cruise line. We match you with the itinerary, ship, and cabin that suit your pace and preferences.

  • Off-Peak Advantage
    Travel when others can’t. Enjoy less crowded ships, better rates, and more availability by cruising during non-peak seasons.

  • Worry-Free Service
    We handle every detail—from excursions and transfers to insurance and onboard credit perks—so you can just pack and relax.

  • Tailored to You
    Whether you want relaxation, enrichment, or adventure, we customize your cruise experience to match your lifestyle and interests.

Popular Cruises for Retirees
  • Caribbean Escapes – Sun, sand, and island charm.

  • Alaskan Voyages – Breathtaking glaciers and wildlife.

  • European River Cruises – Intimate and culture-rich journeys.

  • Repositioning Cruises – Longer, affordable sailings ideal for flexible travelers.

silhouette photo of six persons on top of mountain
silhouette photo of six persons on top of mountain

Dee Charles and Associates made our trip to St. Thomas fun and unforgettable! Their expertise and personalized service truly set them apart. Highly recommend for any travel needs!

J. Harris

A nighttime cityscape with a prominent red neon sign reading 'HOTEL FLORIDIAN.' The city lights sparkle in the background under a dark sky, adding a lively yet serene ambiance. The architecture is a mix of modern and historical buildings.
A nighttime cityscape with a prominent red neon sign reading 'HOTEL FLORIDIAN.' The city lights sparkle in the background under a dark sky, adding a lively yet serene ambiance. The architecture is a mix of modern and historical buildings.

★★★★★