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Eastern Caribbean Cruises

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Eastern Caribbean Cruises
Explore stunning beaches and lively cultures in the Eastern Caribbean.

Cruise Offers for Eastern Caribbean

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41 day trip from Tilbury (London)
41 day trip from Tilbury (London)
Caribbean, Southern Caribbean,Western Caribbean,Eastern Caribbean,Jamaica,Martinique,Dominican Republic,Saint Lucia,England,Antigua and Barbuda,Portugal,Barbados,United Kingdom,Northern Europe,Saint Kitts,Europe,British Virgin Islands,Saint Kitts and Nevis,Saint Vincent and the Grenadines,Antigua,British Isles,Azores,Cayman Islands,Cuba
01/2026 - 03/2026
From$5,382
  • All cabins are spacious and filled with modern amenities
  • Alfresco Grill provides beautiful outdoor dining
  • Intimate atmosphere on board with just 1400 guests
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Eastern Caribbean Cruises
The Eastern Caribbean is a vibrant paradise filled with stunning beaches, lush landscapes, and rich culture, making it an ideal cruise destination. Cruising here allows you to experience multiple islands in one trip. Consider visiting San Juan, where you can explore the historic Old San Juan and indulge in delicious Puerto Rican cuisine, or head to St. Thomas for incredible shopping and snorkeling in Crystal Cove. Road Town offers a charming marketplace and access to the picturesque beaches of Tortola.
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Harbours for Eastern Caribbean

Gustavia (St. Barth), France
Gustavia (St. Barth), France
-39%
From$1,759
Gustavia (St. Barth) Cruises
La Romana, Dominican Republic
La Romana, Dominican Republic
-27%
From$1,281
La Romana Cruises
Saint Croix, U.S. Virgin Islands
Saint Croix, U.S. Virgin Islands
-48%
From$969
Saint Croix Cruises
Catalina Island, Dominican Republic
Catalina Island, Dominican Republic
-28%
From$1,491
Catalina Island Cruises
Cabo Rojo, Dominican Republic
Cabo Rojo, Dominican Republic
-22%
From$1,323
Cabo Rojo Cruises
St. John, U.S. Virgin Islands
St. John, U.S. Virgin Islands
-39%
From$1,819
St. John Cruises
Road Bay, Anguilla
Road Bay, Anguilla
-42%
From$4,760
Road Bay Cruises

Travel Tips for Eastern Caribbean

Experience the Beauty of the Eastern Caribbean with Cruise1st

The Eastern Caribbean is a sun-soaked paradise that showcases the vibrant culture, stunning beaches, and lush landscapes of its warm-hearted islands. From the crystal-clear waters of the Bahamas to the historic streets of San Juan, there's an adventure waiting for every cruise passenger. Fun fact: the Eastern Caribbean is composed of over 20 islands, each offering its own unique personality and treasure trove of experiences! With a cruise, you can hop from one stunning location to another, making the most of your holiday by enjoying pristine beach days, culinary delights, and rich historical excursions—all while leaving the logistics to the cruise line. Are you ready to explore this tropical haven?

Major Cruise Lines Offering Eastern Caribbean Itineraries

  • Princess Cruises: Princess has a fleet of 17 ships, with 9 dedicated to Eastern Caribbean voyages, including the Grand Princess and Enchanted Princess. Known for their friendly service and onboard activities suited for all ages, these ships offer a fantastic mix of relaxation and fun. Most cruises depart from convenient international ports, primarily Fort Lauderdale or San Juan, making it easy to get started on your Caribbean adventure!
  • MSC Cruises: With 23 ships in total, MSC has 9 that sail to the Eastern Caribbean, including the stunning MSC Virtuosa and MSC Seaside. Both vessels are known for their impressive amenities, including water parks and exhilarating entertainment options. Cruises typically depart from popular spots like Miami or Fort de France, giving cruisers plenty of choices to begin their journey.
  • Holland America Line: Holland America offers 8 ships from its fleet of 11 sailing to the Eastern Caribbean, with Eurodam and Zuiderdam being the most prominent options. They’re particularly celebrated for their immersive onboard experiences and sublime dining options, ensuring guests can enjoy both relaxation and cultural enrichment. Their cruises mostly depart from Fort Lauderdale or Miami, allowing for a flawless start to your getaway.
  • Royal Caribbean Cruises: With a fleet of 29, Royal Caribbean has an impressive 18 ships sailing to the Eastern Caribbean, including the Brilliance of the Seas and Rhapsody of the Seas. Known for their adventurous onboard activities, these ships cater to thrill-seekers and families alike. The departures frequently happen from San Juan or Fort Lauderdale, leading directly to the fun-filled islands.
  • Norwegian Cruise Line: This vibrant cruise line features a fleet of 20, with 14 ships offering itineraries to the Eastern Caribbean. Look for the Norwegian Jewel and Norwegian Escape, both of which stand out for their extensive entertainment options and flexible dining choices. Departures primarily occur from Miami or New York, setting the stage for a remarkable cruising experience.

Luxury and Small Ship Cruises to the Eastern Caribbean

  • Explora Journeys: With a fleet of just 2 ships, Explora II and EXPLORA I both offer itineraries to the Eastern Caribbean. Known for their focus on wellness and sustainability, these ships provide an intimate, luxurious experience at sea. Departures typically originate from Miami or San Juan, immersing guests in the Caribbean culture from the start of their journey.
  • Oceania Cruises: With 8 ships in total, Oceania has 6 that venture to the Eastern Caribbean, including Vista and Insignia. Renowned for their gourmet dining options and destination-focused excursions, Oceania Cruises spoil guests with sophistication and style. Most sailings depart from Miami or Civitavecchia (Rome), offering flexibility and convenience.
  • Seabourn: With a smaller fleet of 6 ships, Seabourn has 3 offering Eastern Caribbean itineraries, including the Seabourn Ovation and Seabourn Sojourn. Their ships are synonymous with ultra-luxury and personalised service, ensuring each guest feels pampered. Departures often take place from Bridgetown or Philipsburg, seamlessly connecting you to the lush waters of the Caribbean.
  • Azamara Cruises: Comprising 4 ships, Azamara has 3 that cruise to the Eastern Caribbean, particularly Azamara Quest and Azamara Onward. Azamara is focused on immersive experiences, allowing guests to stay longer in port to explore unique destinations. Departures often occur from Miami or Bridgetown, making it easy for cruisers to get onboard.
  • Silversea: With a fleet of 12, Silversea offers 4 ships that explore the Eastern Caribbean, including Silver Shadow and Silver Moon. Their all-inclusive luxury cruise experience, featuring gourmet dining and top-notch amenities, is perfect for discerning travellers. Paired with departures from Fort Lauderdale or Bridgetown, Silversea presents an upscale cruising option for your tropical getaway.

Top Harbours to Discover in the Eastern Caribbean

  • San Juan, Puerto Rico: This capital city is a blend of rich history and lively culture. While docked, cruise passengers can explore the cobbled streets of Old San Juan, visiting historical sites like El Morro fortress and the San Juan Cathedral. Don’t pass up the chance to sample local delicacies like mofongo at a local restaurant before heading back to your ship!
  • Philipsburg, Sint Maarten: With stunning beaches and a vibrant boardwalk, Philipsburg is a delightful port to visit. Guests can relax on Great Bay Beach, shop for handcrafted souvenirs, or take a quick trip to the nearby Maho Beach to watch planes land over the beach—an Instagram-worthy experience for sure!
  • St. Thomas, U.S. Virgin Islands: Known for its lush landscapes and stunning views, St. Thomas is perfect for outdoor activities. Cruise visitors can take a skyride to Paradise Point for breathtaking views, snorkel in the clear waters at Magens Bay, or explore Blackbeard's Castle for a taste of pirate history.
  • Road Town, Tortola: This charming town offers beautiful beaches and engaging excursions. While in port, consider visiting the beautiful Cane Garden Bay for a beach day, or explore the local shops and restaurants along Main Street. Don't miss the chance to go sailing or kayaking to see the stunning coast up close!
  • Philipsburg, Netherlands Antilles: A wonderfully colourful town where Dutch and Caribbean cultures blend beautifully. Visit Fort Amsterdam for a dash of history or relax at the scenic Great Bay. The local shops offer an array of products at tax-free prices; it makes for a perfect shopping experience before returning to your cruise!

The Best Times to Cruise the Eastern Caribbean

The Eastern Caribbean enjoys warm weather year-round, but the best times to book your cruise are from December to April when temperatures fluctuate between 25-30°C. Expect pleasant weather with little rainfall, ideal for beach adventures and outdoor escapades. From May to November, temperatures can soar to 30-35°C, with a higher chance of rain and occasional storms, but it's still a great time to cruise if you prefer fewer crowds and lower prices!

Cost Overview for Eastern Caribbean Cruises

A week-long cruise to the Eastern Caribbean typically costs between $1,500 to $3,000 AUD, while two-week voyages can range from $2,800 to $5,000 AUD, depending on the cruise line and cabin choice. For those interested in luxury, expect prices to start from $6,000 AUD for a week, and possibly go up to $12,000 AUD for two weeks. Dining is usually included, but if you venture ashore, expect to pay about $15-$40 AUD for a meal, and beverages may cost around $8-$15 AUD each.

Alternative Regions Worth Considering

If you’re contemplating a cruise to the Eastern Caribbean, why not explore these enticing alternatives:

  • Western Caribbean: Known for its stunning beaches, vibrant cultures, and rich history, the Western Caribbean is perfect for those who want to relax by the shore or explore ancient ruins.
  • Bahamas: Just a stone's throw away, the Bahamas offer exquisite turquoise waters and picturesque beaches, making it an impressive destination for sunbathers and water enthusiasts alike.
  • Central America: Experience a mix of adventure and culture, with opportunities for hiking, wildlife watching, and exploring ancient Mayan ruins in countries like Costa Rica and Belize.
  • South America: For those looking for a journey off the beaten path, destinations like Brazil and Argentina offer diverse landscapes and rich cultures that are perfect for any traveller seeking an unforgettable experience.
  • Adriatic Sea: Explore idyllic coastal towns and beautiful islands with rich histories, perfect for those looking to enjoy both relaxation and cultural immersion.

Are you ready to dive into the beauty of the Eastern Caribbean? Let Cruise1st make your tropical getaway a reality, filled with stunning views, unforgettable experiences, and endless relaxation!

Eastern Caribbean - We will be glad to make you a great offer!
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