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50th Anniversary Caribbean Cruise II

Feb 26 - Mar 5, 2023

Fort Lauderdale • Grand Turk • San Juan • St. Thomas • Half Moon Cay

50th Anniversary Caribbean Cruise II

Feb 26 - Mar 5, 2023

Fort Lauderdale • Grand Turk • San Juan • St. Thomas • Half Moon Cay

50th Anniversary Caribbean Cruise II

Feb 26 - Mar 5, 2023

Fort Lauderdale • Grand Turk • San Juan • St. Thomas • Half Moon Cay

50th Anniversary Caribbean Cruise II

Feb 26 - Mar 5, 2023

Fort Lauderdale • Grand Turk • San Juan • St. Thomas • Half Moon Cay

50th Anniversary Caribbean Cruise II

Feb 26 - Mar 5, 2023

Fort Lauderdale • Grand Turk • San Juan • St. Thomas • Half Moon Cay


Get all your information on Olivia's upcoming 50th Anniversary Caribbean Cruise II.

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Day Description Arrival Departure
Sunday, February 26, 2023 Fort Lauderdale, FL 5 pm

Ft. Lauderdale is sometimes called the Venice of America because of its many canals and waterways. Get a taste of the area’s nautical lifestyle by cruising the Intracoastal Waterway on an old-fashioned paddle wheeler. Other options include hopping aboard one of the popular water taxis or Venetian gondolas that glide down the historic New River that flows right through town. Visitors will find world-class shopping on famous Las Olas Boulevard, celebrated restaurants and a cultural explosion in the Riverwalk Arts & Entertainment District.

Monday, February 27, 2023 At Sea
Tuesday, February 28, 2023 Grand Turk, Turks & Caicos Islands 8 am 3 pm

Cruise to Turks and Caicos and experience the sugar-white sand, brilliant blue waters, and the kaleidoscopic sea life that is plentiful in the Caribbean paradise. Without hyperbole, this is one of the world’s most photogenic spots. T&C, as it is sometimes called, is the ultimate fantasy-island destination—the screen saver in all its glorious reality. Grand Turk, a jewel of an isle, is awesomely rich in natural wonders. Ringed by translucent warm waters teeming with coral and fish, this Turks and Caicos cruise is a bonanza for divers, snorkelers and anglers.

Wednesday, March 1, 2023 San Juan, Puerto Rico 1 pm 11 pm

Explore the vibrant city of San Juan on a cruise to Puerto Rico. Take a stroll along and then past the old city walls and explore the colorful cobblestone streets of old San Juan—a UNESCO World Heritage Site and National Historic Site within the U.S. National Park Service. Taste your way through the city’s extraordinary culinary scene, immerse yourself in its colorful history, or just pull up at a beach and grab a local rum cocktail. Explore one of many excursions like El Yunque National Rainforest. Or a drive to Old San Juan where you can enjoy the architecture, historic buildings, and shopping.

Thursday, March 2, 2023 Charlotte Amalie, St. Thomas, USVI 7 am 4 pm

Cruise to St. Thomas and surround yourself with pristine beaches, excellent shopping and dining. It’s home to some of the Caribbean’s highest viewpoints, spectacularly positioned among verdant tropical foliage. It offers some of the best snorkeling around. And the island has got the hands-down coolest attraction in the region—an ice museum. Charlotte Amalie, the main town in St. Thomas, buzzes with activity. It’s one of the busiest cruise ports in the Caribbean. Founded in 1666 and renamed in 1691 to honor the Danish queen, Charlotte Amalie contains excellent of all Danish-colonial architecture. In fact, a number of sites in Charlotte Amalie are listed on the National Register of Historic Places.

Friday, March 3, 2023 At Sea
Saturday, March 4, 2023 Half Moon Cay, Bahamas 8 am 3 pm

All Bahama Islands are full of tropical wonders and sunkissed beaches. But Half Moon Cay, Holland America Line’s private island in the Bahamas is an absolute stunner. 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 and garnered the best in Travel Weekly’s Readers’ Choice Awards. When you feel the sugar-white sand on your toes or see its brilliant blue lagoon, you’ll understand why cruise travelers love Half Moon Cay. True bucket-list excursions, secluded cabanas, and stunning beaches make it ideal for any type of vacation.

Sunday, March 5, 2023 Fort Lauderdale, FL 7 am


*Itinerary is subject to change.