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Annual Thanksgiving Cruise
12-Day Eastern Caribbean
November 16 - 28, 2025
Roseborough Travel has been hosting an Annual Thanksgiving Cruise for over 30 years for a reason... be it no cooking or cleaning of dishes, the opportunity to visit amazing ports of call, or the fun of getting together with a group of like-minded traveling companions. Whatever your reason is, you will not want to miss out on our tradition.
Travel roundtrip from DeLand via deluxe motorcoach with Roseborough Travel down to Fort Lauderdale, where we’ll set sail on Holland America Line's Rotterdam and discover a vacation like no other. The Rotterdam delivers the best of everything Holland America does: exquisite cuisine, award-winning service, superbly appointed staterooms and suites, and world-class entertainment. Dance the night away at B.B. King’s Blues Club or relive your favorite rock classics at Rolling Stone Lounge. Experience Rotterdam’s Pinnacle Class luxury and find a mastery of the details that keep our guests returning again and again.
November 16: Fort Lauderdale, Florida, US - Embark
Bright and early, we'll head down to the cruise port in Fort Lauderdale to embark on our exciting Thanksgiving Cruise!
November 17: Half Moon Cay, Bahamas
In a region renowned for tropical wonders, one island rises to the top—ours. We’re not the only ones enamored with our slice of paradise—Half Moon Cay is the highest-rated Bahamas private island. It has won Porthole Cruise Magazine’s Best Private Island award consecutively for 20 years. We’ve spent a quarter of a century perfecting the experience. When you feel the sugar-white sand on your toes or kayak its crystal lagoon, you’ll understand why cruise travelers love Half Moon Cay, a highlight of our Bahamas cruises.
November 18 - 19: Days at Sea
November 20: Philipsburg, St. Maarten
November 21: Castries, St. Lucia
November 22: Scarborough, Trinidad & Tobago
November 23: Bridgetown, Barbados
November 24: Point-a-Pitre, Guadeloupe
November 25: San Juan, Puerto Rico
November 26 - 27: Days at Sea (Happy Thanksgiving on November 27th!)
November 28: Fort Lauderdale, FL - Disembark
The time has come to disembark and make our way back home with all the wonderful memories made on our trip.
*All pricing, promotions, itineraries, and inclusions are subject to change and based on availability.
**Ask your Roseborough Advisor for more details on the Upgrade to Have It All promotion.