Holland America Line
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico
| 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 |
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 4 |
St. Maarten, a dazzling island in the Caribbean, is renowned for its unique blend of Dutch and French cultures, reflecting its dual governance. The capital, Philipsburg, on the Dutch side, invites visitors with its vibrant Front Street, lined with duty-free shops, colorful markets, and charming eateries. The island’s cultural tapestry is further showcased in the Museum of Sint Maarten, where artifacts and exhibits illustrate the island's rich history and heritage. On the French side, the town of Marigot exudes a sophisticated European flair with its chic boutiques and delectable French cuisine. Stroll along the picturesque waterfront of the Marigot Marina or savor local delights at the lively outdoor markets. A visit to the Fort Louis, offering panoramic views of Marigot Bay, adds a historical touch to your experience. For beach enthusiasts, St. Maarten's pristine shores are a paradise. The island boasts renowned beaches like Maho Beach, famous for its dramatic airplane landings just above the sand. Orient Bay, on the French side, provides a quintessential Caribbean experience with its clear turquoise waters and vibrant beach bars. A fun fact about St. Maarten is that it is home to the world’s largest saltwater lagoon, Simpson Bay Lagoon, which is a haven for boating and water sports. To make the most of your visit, plan your trip between November and April, when the weather is pleasantly warm and ideal for exploring the island's diverse offerings. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 5 |
Antigua and Barbuda are located in the middle of the Leeward Islands in the Eastern Caribbean. Antigua, the largest of the British Leeward Islands, is about 14 miles long and 11 miles wide, encompassing 108 square miles. Barbuda, a flat coral island with an area of only 68 square miles, lies approximately 30 miles to the north. The population is approximately 68,000 and its capital is St. John's on Antigua.
The largest of the British Leeward Islands, Antigua has warm, steady winds, a complex coastline of safe harbors, and a protective, nearly unbroken wall of coral reef. These unique characteristics have made Antigua and Barbuda in one of the Caribbean's premier tourist destinations. The expansive, winding coastline that made Antigua difficult for sailors to navigate is where today's trekkers encounter a tremendous wealth of secluded, powdery soft beaches. The coral reefs attract snorkelers and scuba divers from all over the world. And the fascinating little island of Barbuda -- once a scavenger's paradise because so many ships wrecked on its reefs -- is now home to one of the region's most significant bird sanctuaries. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 6 |
Arrive Time: 8:00 AM – Depart Time: 9:00 PM
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| Day 7 |
Roseau is the capital and largest city on Dominica, a small Caribbean island off the coast of Venezuela. This island getaway is renowned for its verdant rainforest landscape and natural wonders, including gorges, waterfalls, and geysers. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 8 |
St. Kitts and Nevis is a West Indies island country and the Western Hemisphere's smallest sovereign state. Major events include Carnival (December - January), June's St. Kitts Music Festival (June), and Culturama (one week from July - August). Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 9 |
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: 8:00 AM – Depart Time: 4:00 PM
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| Day 10 |
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 11 |
Arrive Time: 8:00 AM – Depart Time: 3:00 PM
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| Day 12 |
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
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| Day 13 |
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: 7:00 AM – Depart Time: 4:00 PM
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| Day 14 |
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 15 |
Falmouth, a charming port town on Jamaica’s north coast, offers a delightful mix of history, culture, and natural beauty. Founded in the 18th century, Falmouth is renowned for its well-preserved Georgian architecture, a testament to its once-thriving sugar trade. Visitors can explore the historic town center, where streets are lined with colorful buildings and the Falmouth Historical District provides a glimpse into the area's rich colonial past. In addition to its historical allure, Falmouth is a gateway to natural wonders. Just a short drive away is the famous Martha Brae River, where visitors can enjoy a relaxing bamboo raft ride along the lush, scenic river. This tranquil experience is perfect for those looking to connect with Jamaica’s natural beauty while learning about local flora and fauna. More details can be found at the Martha Brae River Rafting website. Falmouth also boasts a vibrant cultural scene. The town hosts the annual Trelawny Yam Festival, a celebration of local cuisine and culture, highlighting the importance of yam in Jamaican dishes. The festival features live music, dance, and a variety of culinary delights. For more information on local events and festivals, visit the Falmouth Events Calendar. Fun Fact: Falmouth is where you can find the "Luminous Lagoon," a natural wonder where the waters glow at night due to bioluminescent microorganisms. This spectacular phenomenon can be experienced on evening boat tours, making it a must-see for any visitor. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 16 |
Grand Cayman, the largest of the Cayman Islands, is a Caribbean paradise offering stunning beaches, world-class diving, and a rich blend of culture and luxury. Seven Mile Beach, often ranked as one of the most beautiful beaches in the world, is the island’s crown jewel. Its powdery white sands and crystal-clear waters are perfect for swimming, snorkeling, or simply relaxing under the sun. Luxury resorts and beachfront restaurants dot the coastline, providing both indulgence and accessibility to one of nature’s finest creations. Beyond the beach, Grand Cayman is renowned for its underwater wonders. Stingray City is a must-visit, where tourists can interact with friendly southern stingrays in their natural habitat. Divers and snorkelers will also find the island’s coral reefs teeming with marine life, including colorful fish, sea turtles, and shipwrecks waiting to be explored. The island is a top destination for diving enthusiasts due to its clear waters and exceptional visibility. In the heart of the island lies George Town, a charming capital that blends Caribbean flair with British colonial influences. Visitors can explore duty-free shops, savor local delicacies like conch fritters, or visit the Cayman Islands National Museum to delve into the island’s history and culture. For those interested in unique wildlife, a trip to the Queen Elizabeth II Botanic Park offers the chance to see the endangered blue iguana, native to Grand Cayman. Fun fact: Grand Cayman is home to the world’s only "Turtle Farm," where visitors can learn about the conservation efforts to protect the green sea turtle. The island’s mix of adventure, relaxation, and culture makes it a versatile destination that caters to both thrill-seekers and those looking to unwind in a tropical setting. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 17 |
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 18 |
Located on Roatan, the largest of Honduras’s Bay Islands, the port of Mahogany Bay is a popular Western Caribbean cruise ship stop. Besides its beautiful white sand beach, Mahogany Bay offers plentiful shopping opportunities and easy access to a wide range of land or sea excursions. Arrive Time: 7:00 AM – Depart Time: 4:00 PM
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| Day 19 |
A Caribbean island paradise, Cozumel lies a short distance from Mexico's Yucatán Peninsula. Tourism is the main economic engine here: visitors can enjoy a variety of activities, whether taking advantage of world-class snorkeling and scuba diving, swimming with dolphins, or lounging with a drink at one of the island's seaside resorts. Venture outside of touristy downtown Cozumel to discover the island's breathtaking natural beauty. Drive to the island's southern tip to Punta Sur Park, home to some colorful wildlife and one of Cozumel's most spectacular beaches, or head north to the San Gervasio archaeological site, where you'll find ancient Mayan ruins and a wildlife refuge brimming with iguanas. Visit Cozumel in February to experience the island's festive Carnival celebrations, occurring annually the week prior to Mardi Gras. Stunning Cozumel awaits! Arrive Time: 8:00 AM – Depart Time: 4:00 PM
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| Day 20 |
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 21 |
Arrive Time: 9:00 AM – Depart Time: 4:00 PM
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| Day 22 |
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! |
| Travel Dates | Price | ||
|---|---|---|---|
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10/31/26 - 11/21/26 |
Starting At $4,199 |
Get A Quote |
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.
