Holland America Line

14-Day Eastern Caribbean: Bahamas & San Juan Holiday

05/16/2025 through 12/18/2026
05/16/2025 through 01/02/2027

Day 1

Nestled between Biscayne Bay to the east and Everglades National Park to the west, Miami, Florida is one of the Sunshine State's most vibrant, culturally diverse, and dynamic cities. Neon pink lights and tropical nights beckon you to this popular tourist destination, a favorite port for travelers on Caribbean and Trans-Atlantic cruises.

Miami’s expansive stretch of sand and sun is a beach-lover’s paradise. Lined with palm trees, Miami Beach and South Beach are excellent sites to soak up some Vitamin C, take a plunge in warm cerulean waters, and traverse the bay by boat. South Beach boasts amazing nightlife, including stunning rooftop bars with ocean views and vivid nightclubs. The LGBTQ community has contributed immensely to the city’s nightlife – several gay bars and drag clubs are some of Miami’s most sought-after spots for dancing. You’ll find the famous Art Deco district, with a delightful collection of vintage architectural masterpieces, mere steps from the sandy coastline.

A veritable melting-pot, Miami has been heavily influenced by Latin American culture. Visit the city’s Little Haiti and Little Havana neighborhoods to discover authentic Cuban and Haitian cuisine, colorful art museums, jazz bars, and robust brewed coffee. Revel in a savory bite of the classic Cubano sandwich, a staple in Miami.

Whether golfing, fishing, partying, or sun-bathing, sunny Miami, Florida has something for everyone!


Day 2 Enjoy this day at sea as you travel to your next port of call. This is an opportunity to swim, catch some sun on deck or take advantage of the many activities that are onboard your ship. Eat heartily, take a nap and get ready for the next port of call ! This is what makes cruising so great.
Day 3 Completed in 2015, Amber Cove is a port city and cruise terminal located west of Puerto Plata, on the coast of the Dominican Republic. This resort destination has is a popular stop for tourists, with a variety of pools, bars, and water sports to explore.

Arrive Time: 9:00 AM – Depart Time: 6:00 PM
Day 4 With gorgeous beaches, crystal-clear blue water, and a variety of historic sites, Grand Turk is sure to become your next favorite Caribbean getaway! The capital island of Turks and Caicos, Grand Turk is a frequent stop for Caribbean cruises and the perfect destination for watersports, snorkeling, and scuba-diving. Be sure to visit Grand Turk Lighthouse on the north side of the island for spectacular ocean views.

Arrive Time: 7:00 AM – Depart Time: 1:00 PM
Day 5

Arrive Time: 8:00 AM – Depart Time: 5:00 PM
Day 6 Enjoy this day at sea as you travel to your next port of call. This is an opportunity to swim, catch some sun on deck or take advantage of the many activities that are onboard your ship. Eat heartily, take a nap and get ready for the next port of call ! This is what makes cruising so great.
Day 7 Key lime pie, anyone? Beaches, margaritas and relaxed vibes are all part of visiting the island city of Key West, where summer never ends. World-class diving and snorkeling opportunities abound here, and when they're not in the water, tourists find Cuban food and visit the historical homes of Harry S. Truman and Ernest Hemingway. Key West is a popular cruise ship stop, but drivers can also access it via the scenic Overseas Highway. Be sure to stand at the Southernmost Point of the Continental United States, marked by a painted buoy.

Arrive Time: 8:00 AM – Depart Time: 6:00 PM
Day 8

Nestled between Biscayne Bay to the east and Everglades National Park to the west, Miami, Florida is one of the Sunshine State's most vibrant, culturally diverse, and dynamic cities. Neon pink lights and tropical nights beckon you to this popular tourist destination, a favorite port for travelers on Caribbean and Trans-Atlantic cruises.

Miami’s expansive stretch of sand and sun is a beach-lover’s paradise. Lined with palm trees, Miami Beach and South Beach are excellent sites to soak up some Vitamin C, take a plunge in warm cerulean waters, and traverse the bay by boat. South Beach boasts amazing nightlife, including stunning rooftop bars with ocean views and vivid nightclubs. The LGBTQ community has contributed immensely to the city’s nightlife – several gay bars and drag clubs are some of Miami’s most sought-after spots for dancing. You’ll find the famous Art Deco district, with a delightful collection of vintage architectural masterpieces, mere steps from the sandy coastline.

A veritable melting-pot, Miami has been heavily influenced by Latin American culture. Visit the city’s Little Haiti and Little Havana neighborhoods to discover authentic Cuban and Haitian cuisine, colorful art museums, jazz bars, and robust brewed coffee. Revel in a savory bite of the classic Cubano sandwich, a staple in Miami.

Whether golfing, fishing, partying, or sun-bathing, sunny Miami, Florida has something for everyone!



Arrive Time: 7:00 AM – Depart Time: 4:00 PM
Day 9 Enjoy this day at sea as you travel to your next port of call. This is an opportunity to swim, catch some sun on deck or take advantage of the many activities that are onboard your ship. Eat heartily, take a nap and get ready for the next port of call ! This is what makes cruising so great.
Day 10 With gorgeous beaches, crystal-clear blue water, and a variety of historic sites, Grand Turk is sure to become your next favorite Caribbean getaway! The capital island of Turks and Caicos, Grand Turk is a frequent stop for Caribbean cruises and the perfect destination for watersports, snorkeling, and scuba-diving. Be sure to visit Grand Turk Lighthouse on the north side of the island for spectacular ocean views.

Arrive Time: 7:00 AM – Depart Time: 3:00 PM
Day 11

From spectacular beaches, to impressive monuments, to electrifying nightlife, San Juan, Puerto Rico is bursting with historical and cultural attractions that are sure to inspire and exhilarate.

A former Spanish colony established by explorer Ponce de León, San Juan is replete with monuments dating back to the sixteenth century. Originally built to fortify the Spanish military against attacks from native Taíno peoples and rival European colonial powers, both the Castillo San Cristóbal and Castillo San Felipe del Morro fortresses are popular sites for educational tours detailing the island’s extensive colonial history. These expansive bastions sit on San Juan’s rocky seaside cliffs and offer spectacular views of the Atlantic Ocean.

San Juan’s many beaches beckon you! Relax with warm sands, snorkel in glittering turquoise waters, and marvel at vast lines of palm trees on Condado Beach, Ocean Park Beach, Carolina Beach, and a host of other coastal havens. Better yet, go for a nighttime boat ride in one of Puerto Rico’s three bio-luminescent bays, Laguna Grande, where dinoflagellates illuminate the water in hues of neon aqua. The city’s nearby natural parks and ecological wonders are equally worth a visit, including the limestone caves of Cueva Ventana and the lush tropical ecosystem of El Yunque National Rainforest.

Your stay in San Juan won’t be complete without experiencing the city’s thrilling nightlife scene. San Juan boasts a number of bars, breweries, and dance clubs with delicious cocktails and mouthwatering (and authentically Puerto Rican!) culinary creations. Sip on the sweet coconut flavor of a classic piña colada, a Puerto Rico original, or sample some mofongo, a staple dish made of chicharrón and fried plantain.

Unwind in this vibrant Caribbean capital and let San Juan regale you with its many charms!



Arrive Time: 1:00 PM – Depart Time: 10:00 PM
Day 12 This vibrant destination in the U.S. Virgin Islands is a Caribbean paradise and the perfect tropical getaway. Colonized in the 18th century by the Danish, who established massive sugarcane plantations there, St. Thomas was later purchased by the United States in the 20th century. A popular stop on Caribbean Cruises, the island boasts a number of exciting excursions sure to impress the adventurous traveler. Hop aboard a sky gondola to find breathtaking aerial views of the island, glide through lush rainforests on a zipline, or snorkel alongside sea turtles in the crystal clear waters. Explore downtown Charlotte Amalie, the island's biggest city, to immerse yourself in St. Thomas's colonial past at Fort Christian or Blackbeard's Castle.

Arrive Time: 7:00 AM – Depart Time: 4:00 PM
Day 13 Enjoy this day at sea as you travel to your next port of call. This is an opportunity to swim, catch some sun on deck or take advantage of the many activities that are onboard your ship. Eat heartily, take a nap and get ready for the next port of call ! This is what makes cruising so great.
Day 14

Arrive Time: 8:00 AM – Depart Time: 3:00 PM
Day 15

Nestled between Biscayne Bay to the east and Everglades National Park to the west, Miami, Florida is one of the Sunshine State's most vibrant, culturally diverse, and dynamic cities. Neon pink lights and tropical nights beckon you to this popular tourist destination, a favorite port for travelers on Caribbean and Trans-Atlantic cruises.

Miami’s expansive stretch of sand and sun is a beach-lover’s paradise. Lined with palm trees, Miami Beach and South Beach are excellent sites to soak up some Vitamin C, take a plunge in warm cerulean waters, and traverse the bay by boat. South Beach boasts amazing nightlife, including stunning rooftop bars with ocean views and vivid nightclubs. The LGBTQ community has contributed immensely to the city’s nightlife – several gay bars and drag clubs are some of Miami’s most sought-after spots for dancing. You’ll find the famous Art Deco district, with a delightful collection of vintage architectural masterpieces, mere steps from the sandy coastline.

A veritable melting-pot, Miami has been heavily influenced by Latin American culture. Visit the city’s Little Haiti and Little Havana neighborhoods to discover authentic Cuban and Haitian cuisine, colorful art museums, jazz bars, and robust brewed coffee. Revel in a savory bite of the classic Cubano sandwich, a staple in Miami.

Whether golfing, fishing, partying, or sun-bathing, sunny Miami, Florida has something for everyone!


12/19/26 - 01/02/27

Starting At $3,424

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All cruise prices are per person, cruise only, and based on double occupancy. Port charges may be included. All prices are subject to change as often as daily and are based on availability at the time of the booking. Certain restrictions apply.

Taxes, fees and port expenses, as used by us, may include any and all fees, charges, tolls and taxes imposed on us by governmental or quasi-governmental authorities, as well third party fees and charges arising from a vessel’s presence in a harbor or port. Taxes, fees and port expenses may include U.S. Customs fees, head taxes, Panama Canal tolls, dockage fees, wharfage fees, inspection fees, pilotage, air taxes, hotel or VAT taxes incurred as part of a land tour, immigration and naturalization fees, and Internal Revenue Service fees, as well as fees paid to third parties for navigation, berthing, stevedoring, baggage handling/storage and security services. Taxes, fees and port expenses may be assessed per passenger, per berth, per ton or per vessel. Assessments calculated on a per ton or per vessel basis will be spread over the number of passengers on the ship. Taxes, fees and port expenses are subject to change and we reserve the right to collect any increases in effect at the time of sailing even if the fare has already been paid in full.

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