10-Day Caribbean Round-Trip Orlando: San Juan & Dominican Republic Cruise

Day 1 - Orlando

Arrive: Fri 10 December 2027 / Depart: Fri 10 December 2027 at 16:00

This is the place to shuttle from one exciting port to the next. Visit nearby Kennedy Space Centre for a day of inspiring and educational exhibits. Amuse yourself at any one of the world-class theme parks. Or spend the day watching for alligators from an airboat.

Day 2 - At Sea

Day 3 - Puerto Plata/Dominican Republic

Arrive: Sun 12 December 2027 at 09:00 / Depart: Sun 12 December 2027 at 17:00

Puerto Plata (or officially known as San Felipe de Puerto Plata) is the ninth largest city in the Dominican Republic and the capital of the province of Puerto Plata. For spectacular city views, take a ride up the Pico Isabel de Torres mountain which stands over 2,600 feet high. History buff? Visit Fortaleza San Felipe, which was built in the 16th century and served as a prison under the dictatorship of Rafael Trujillo. Or head to the Amber Museum, a museum filled with a unique collection of valuable Dominican amber which is semiprecious tree sap that has hardened for millions of years capturing many fossils of plant and insect life.

Day 4 - San Juan

Arrive: Mon 13 December 2027 at 10:00 / Depart: Mon 13 December 2027 at 19:00

Founded in 1521, San Juan's picturesque cobblestone streets, plazas and chapels reflect its Spanish heritage. But the second oldest city in the Americas also boasts fine beaches, lush rainforests, verdant mountainsides, imposing forts and a lovely tropical climate.

Day 5 - Tortola

Arrive: Tue 14 December 2027 at 07:00 / Depart: Tue 14 December 2027 at 16:00

Day 6 - St. Kitts

Arrive: Wed 15 December 2027 at 07:00 / Depart: Wed 15 December 2027 at 17:00

Although founded by the French in 1627, St. Kitts is a very British paradise where cricket and tea are the norm. The dramatic mixed island landscape is rimmed in gold-sand beaches and dotted with well-preserved plantations left over from when the island was covered with sugar cane. View Shopping Guide (Current shopping maps available onboard.) Looking for a cruise to St. Kitts? Check out our selection of Caribbean cruises.

Day 7 - Philipsburg, St Maarten

Arrive: Thu 16 December 2027 at 07:00 / Depart: Thu 16 December 2027 at 17:00

With an area of only 37 square miles, the island of St. Maarten is the smallest landmass in the world to be divided between two governments. The southern Dutch half offers casinos, duty-free shopping and island culture. The French half is all subdued sophistication.

Day 8 - St. Thomas (US Virgin Islands)

Arrive: Fri 17 December 2027 at 07:00 / Depart: Fri 17 December 2027 at 14:00

The waterfront warehouses where gold-hungry pirates once stored their booty now house treasure of another kind: duty-free china, watches, jewelry and other luxury goods. Shopping is one of the big onshore attractions in Charlotte Amalie, the capital of the US Virgin Islands. Offshore, colorful coral reefs in turquoise waters lure snorkelers and scuba divers from all over the world. And everywhere, there's spectacular scenery everyone can enjoy!

Day 9 - At Sea

Day 10 - Great Stirrup Cay

Arrive: Sun 19 December 2027 at 09:00 / Depart: Sun 19 December 2027 at 17:00

All our cruises to the Bahamas feature a whole day visit to Great Stirrup Cay, our idyllic island paradise reserved just for our guests. Stroll along soft, white-sand beaches and enjoy the many activities we have to offer. Snorkel and see underwater delights, kayak in crystal-clear water, then get revved up on a WaveRunner® adventure. The fun is endless here. Grab a bite at our new 8,500- square foot beach buffet and simply relax in your private beachfront cabana. This tropical paradise is just for you. Take advantage.

Day 11 - Orlando

Arrive: Mon 20 December 2027 at 07:00 / Depart: Mon 20 December 2027

This is the place to shuttle from one exciting port to the next. Visit nearby Kennedy Space Centre for a day of inspiring and educational exhibits. Amuse yourself at any one of the world-class theme parks. Or spend the day watching for alligators from an airboat.