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Eastern Caribbean Cruises

Eastern Caribbean Cruises

Find Irresistible Deals on Eastern Caribbean Cruises

One of the most popular places to take a tropical cruise vacation is the Caribbean. Specifically Eastern Caribbean destinations are a popular choice for cruise lines for their historic, beachy islands that contain plenty of beautiful, turquoise waters to snorkel, jet ski, or scuba dive, as well as duty-free shopping experiences, and plenty of adventures from zip lining to submarine rides to hiking through rainforests.

When do you want to cruise?

MonthNumber of CruisesFrom Price
Dec 20241 cruise$5,000
Jan 20255 cruises$6,799
Feb 20253 cruises$6,640
Nov 20253 cruises$8,899
Dec 20253 cruises$5,999
Jan 20261 cruiseCall For Price
Feb 20261 cruiseCall For Price
Oct 20261 cruise$11,299
Nov 20262 cruises$11,649
Dec 20264 cruises$7,599
Jan 20271 cruise$12,199
Mar 20272 cruises$10,999
Apr 20271 cruise$5,799

Eastern Caribbean Cruise Highlights

Eastern Caribbean cruise itineraries often include ports in San Juan, St. Thomas, and St Maarten/St. Martin. In St. Maarten/St. Martin, enjoy learning about two cultures in one day as you travel around both the Dutch and French sides of the island, making stops at the famous Orient Beach, shopping areas and more. Take an excursion to the Top of the Mountain in St. Thomas and indulge in a banana daiquiri as you look out onto the mesmerizing blue waters of Magen's Bay, before making your way back down the mountain to experience the beach up-close. And don't forget about all of the mangroves and wildlife to see as you hike or kayak through the forests of Puerto Rico

Best Eastern Caribbean Cruise for You

Eastern Caribbean cruises most frequently depart from the conveniently located sunny Florida, but you can also start your trip from New York. You can even fly out to San Juan, Puerto Rico for a 7-night Eastern Caribbean cruise that starts and ends in the Caribbean in case you want to stay in Puerto Rico a little bit longer. Most Eastern Caribbean cruise itineraries are from one to two weeks long, but you can also find shorter or longer cruises into paradise, depending on how much time you can spare to soak up the sun and sand.

No matter where you start your Eastern Caribbean cruise and how much time you can spend laying back by the ocean, you'll likely end your trip feeling deeply relaxed from the pristine beaches, stunning hill and mountain landscapes, and the ships' exciting onboard events and luxurious amenities.

Eastern Caribbean Cruise Highlights

Embark on an unforgettable adventure by booking an Eastern Caribbean cruise, where every moment promises a blend of luxury, relaxation, and exploration. The allure of this tropical paradise lies in its exotic destinations, warm tropical climate, and breathtaking scenery. Let the soothing waves be your guide as you discover the enchanting wonders that await in the Caribbean.

Exotic Destinations:

  • From the vibrant cultures of St. Maarten to the historical charm of Puerto Rico, each port of call unveils a tapestry of unique experiences. Explore pristine beaches, lush rainforests, and vibrant marketplaces, creating memories that will last a lifetime.

Warm Tropical Climate

  • The climate sets the stage for a perfect getaway, allowing you to relax on sun-kissed beaches, indulge in water sports, or simply unwind by the pool. It is also an irresistible invitation to paradise, making your cruise an experience of pure bliss.

Breathtaking Scenery:

  • Capture postcard-worthy moments as you sail into stunning sunsets and wake up to awe-inspiring sunrises, creating a backdrop of unparalleled natural beauty. The breathtaking scenery is a visual feast for the senses, making your cruise an extraordinary visual journey.

Popular Eastern Caribbean Cruise Ports

As your cruise ship gracefully navigates these crystalline waters, every port of call becomes a gateway to discovery. The Eastern Caribbean is a treasure trove of natural wonders, from pristine beaches with powdery sand to lush rainforests teeming with exotic flora and fauna. The region's cultural richness further adds a layer of fascination, as each port reflects a unique blend of history, traditions, and warm hospitality.

San Juan, Puerto Rico:

Expect to encounter cobblestone streets, colorful colonial buildings, and a vibrant atmosphere that encapsulates the city's rich heritage.

Highlights:

  • Castillo San Felipe del Morro: Perched on the edge of the Atlantic, this UNESCO World Heritage Site narrates tales of centuries past. Explore the sprawling grounds, intricate tunnels, and dramatic battlements, all while enjoying panoramic views of the ocean.
  • Cathedral of San Juan Bautista: A sacred haven in the heart of the city, this cathedral showcases centuries-old history and intricate craftsmanship. Admire the Gothic and Neoclassical elements as you explore the interior, and take a moment for reflection in the peaceful courtyard.

St. Thomas, U.S. Virgin Islands:

Known for its crystalline waters and lush landscapes, St. Thomas beckons with a tropical allure that captivates visitors.

Highlights:

  • Magens Bay: The crescent-shaped stretch of white sand invites you to unwind in the shade of swaying palm trees or explore the clear, turquoise waters.
  • Blackbeard's Castle: This iconic landmark offers a glimpse into the island's pirate lore and colonial history. Wander through lush gardens and step back in time as you explore the tower.

Nassau, Bahamas:

The vibrant capital of the Bahamas, promises a perfect blend of sun-soaked beaches, colonial architecture, and Caribbean hospitality. This bustling port is a gateway to a world of exploration and relaxation.

Highlights:

  • Queen's Staircase: Haded by lush tropical vegetation, this architectural marvel honors Queen Victoria and provides a picturesque setting for a leisurely stroll or photo opportunity.
  • Fort Fincastle and the Water Tower: Ascend the water tower for panoramic views of the island and the azure waters beyond. The fort's distinct architecture and strategic location offer a captivating glimpse into the Bahamas' colonial past.

When is the Best Time to Cruise to the Eastern Caribbean

The timing of your cruise can significantly influence your experience, offering a diverse range of activities, landscapes, and cultural encounters. From the high energy of peak season to the intimate charm of the shoulder seasons and the hidden gems of the low season, each period unveils a unique facet of the Eastern Caribbean.

High Season (December to April):

This period is ideal for those seeking the quintessential Caribbean experience. The beaches beckon with their powdery sands, inviting cruisers to bask in the sun's warm embrace.

Highlights:

  • Beaches: Breathtaking stretches of pristine beaches await, where azure waters meet the soft sands, providing an ideal setting for relaxation and water play.
  • Outdoor Exploration: Immerse yourself in the natural beauty of the Eastern Caribbean, discovering lush landscapes, and scenic hiking trails that unveil the captivating scenery of the region.
  • Water Activities: Dive into a world of aquatic adventure, whether it's snorkeling among colorful coral reefs, paddleboarding along the coast, or enjoying the thrill of jet skiing.

Shoulder Seasons (Spring and Fall):

The weather remains inviting, and the atmosphere takes on a more serene and laid-back charm. Culture enthusiasts will find this time perfect for engaging in enriching tours and historical explorations, unearthing the rich heritage of each port.

Highlights:

  • Cultural Tours: Delve into the heart of each destination with cultural tours, discovering the unique traditions, art, and local customs that define the Eastern Caribbean.
  • Historical Exploration: Wander through cobblestone streets and explore historic landmarks, from centuries-old fortresses to charming colonial architecture, immersing yourself in the region's captivating history.

Low Season (Late Fall to Early Winter):

As late fall transitions into early winter, the Eastern Caribbean enters its low season, bringing a quieter yet equally enchanting ambiance. This period offers a chance to partake in local festivals, where the vibrant spirit of the islands comes alive, and culinary trips unveil the diverse flavors of the region.

Highlights:

  • Local Festivals: Join in the festivities of local celebrations, where music, dance, and cultural expressions showcase the lively spirit of the Caribbean.
  • Culinary Trips: Immerse yourself in the diverse culinary landscape, experiencing the unique and delectable regional flavors that make each destination a gastronomic delight.

Types of Cruises to the Eastern Caribbean

Embark on a tailored journey through the Caribbean with cruise options designed to suit every traveler's pace. From quick getaways to extended explorations, discover the perfect cruise duration for your ideal Caribbean escape.

  • 5-Day Eastern Caribbean Cruise: Experience the essence of the Caribbean in just five days, indulging in sun-soaked beaches, vibrant cultures, and thrilling water adventures. A perfect balance for those seeking a brief yet immersive escape.
  • 7-Day Eastern Caribbean Cruise: Sail into a week-long adventure through the Caribbean, where each day unfolds a new chapter of tropical wonders. From historical explorations to leisurely beach days, this cruise offers a comprehensive experience for those seeking a more extended getaway..
  • 8-Day Eastern Caribbean Cruise: Extend your Caribbean odyssey with an 8-day cruise, allowing for a deeper immersion into the region's diverse landscapes and cultures. Discover hidden gems, enjoy extended beach retreats, and savor the rhythms of island life on this enriching journey.

Should You Book an Eastern or Western Caribbean Cruise?

Choosing between an Eastern or Western Caribbean cruise offers travelers a delightful dilemma, each promising a distinct array of experiences. Opt for an Eastern Caribbean cruise if you yearn for the charm of historic San Juan, the pristine beaches of Grand Turk, and the allure of the Lesser Antilles, including the iconic St. Thomas and St. Martin. Revel in cultural richness and diverse landscapes. On the other hand, a Western Caribbean cruise ventures into the vibrant realms of Jamaica, Grand Cayman, and Mexico, with the possibility of exploring Central American gems like Belize City and Roatan. The choice hinges on your desire for historical charm, lush landscapes, and the unique flavors each region has to offer. Whether it's the Eastern or Western Caribbean, both promise an unforgettable voyage through tropical paradises.