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Anguilla Cruises

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Anguilla Cruises
Relax on Anguilla's pristine beaches and enjoy Caribbean flavours.

Cruise Offers for Anguilla

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Caribbean from San Juan, Puerto Rico with the EXPLORA II
Caribbean from San Juan, Puerto Rico with the EXPLORA II
Caribbean, Eastern Caribbean,Puerto Rico,Anguilla,Southern Caribbean,Antigua,Antigua and Barbuda,Saint Martin,Netherlands Antilles,British Virgin Islands,Florida,North America,United States
03/2026
From$5,080
  • Food made out of sustainable, locally-sourced produce
  • Hybrid-ready energy & other environmentally-protective solutions
  • Nine dining venues with delicious menus, all included
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Anguilla Cruises
Anguilla is the perfect tropical getaway for cruisers seeking sun-soaked beaches and crystal-clear waters. Visiting this stunning destination on a cruise allows you to explore the island’s charm without the fuss of logistics. The best time to cruise here is from December to April when the weather is at its finest. Road Bay, a picturesque harbour, invites you to soak up the sun, try water sports, stroll local markets, or feast on mouthwatering Caribbean cuisine—a slice of paradise every cruise passenger craves!
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Travel Tips for Anguilla

Escape to Anguilla with Cruise1st

Welcome to Anguilla, a captivating Caribbean paradise famed for its pristine beaches, turquoise waters, and laid-back vibe. This British Overseas Territory boasts over 30 stunning beaches, making it the go-to destination for sun lovers and water sports enthusiasts alike. Want a fun fact? Anguilla is home to some of the finest dining experiences in the Caribbean, with many restaurants offering freshly caught seafood right by the beach! Booking a cruise to Anguilla is an excellent choice for those looking to relax, explore the beautiful landscape, and immerse themselves in vibrant local culture.

Major Cruise Lines Offering Anguilla Itineraries

  • Explora Journeys: With a fleet of 2 ships, both EXPLORA II and EXPLORA I offer itineraries that include Anguilla. Renowned for their focus on sustainability and wellness, these ships ensure that every detail of your journey is thoughtfully designed for your enjoyment. You can expect to set sail from Miami or San Juan, setting the stage for a rejuvenating adventure in this idyllic island paradise.
  • Seabourn: Operating a fleet of 6 ships, Seabourn has 1 vessel, Seabourn Ovation, making stops in Anguilla. Known for its all-inclusive luxury experience, this ship features highly personalized service and gourmet dining. Most cruises depart from Bridgetown, ensuring that you commence your laid-back escape in style.
  • Holland America Line: With a fleet of 11 ships, Holland America offers 2 with itineraries to Anguilla, including Oosterdam and Nieuw Statendam. These ships are known for their cultural enrichment programs and culinary experiences, providing passengers an immersive voyage into local flavours. Departures for Anguilla typically set off from Athens or Civitavecchia (Rome), making it easy for cruisers to explore before or after their journey.
  • Princess Cruises: This cruise line features a fleet of 17 ships, with the Sapphire Princess regularly sailing to Anguilla. Known for its wide range of onboard activities and family-friendly atmosphere, Princess Cruises ensures everyone has a fantastic time. They often depart from Civitavecchia (Rome), setting you up perfectly for your Caribbean getaway!
  • Norwegian Cruise Line: Operating with a fleet of 20, NCL has 1 ship, the Norwegian Dawn, that visits Anguilla. With its vibrant entertainment scene and diverse dining options, Norwegian Dawn guarantees a fun-filled experience for everyone aboard. Most sailings that include Anguilla primarily depart from Civitavecchia (Rome) or Venice, making it easy to combine a cultural journey with island adventures.

Top Harbours to Explore in Anguilla

  • Road Bay: This vibrant and inviting harbour in Anguilla welcomes cruisers with beautiful sandy beaches and excellent dining options. Upon docking, you can spend your time relaxing on the beach or enjoy local cuisine at popular spots like the famous beach bar, Elvis' Beach Bar. For those looking for a bit of adventure, consider renting a kayak or paddleboard to explore the stunning clear waters just off the shore.
  • Meads Bay: Known for its soft golden sand and tranquil waters, Meads Bay is a delightful spot for beach lovers. While docked, you can sip cocktails at the beach bar or take a leisurely swim in the ocean. Consider joining a jet ski tour for an adrenaline rush or lounging beneath the sun on a beach chair, taking in the serene views.
  • Sandy Ground: This lively area is not just a beautiful beach but also a hub for local culture and music. Guests can experience live music events at the beach bars or join a local tour to learn more about the island's culture and history. Wander around the nearby shops for unique souvenirs or simply enjoy the picturesque waterfront while sampling fresh seafood caught the same day.

Popular Harbours Typically Visited Before or After Anguilla

  • Miami, US: Known as the Magic City, Miami is a melting pot of cultures and cuisines. While in port, visitors can explore Little Havana, enjoy shopping and dining in the chic South Beach district, or relax at one of the area's stunning beaches.
  • San Juan, Puerto Rico: San Juan offers a captivating mix of history and tropical beauty. Cruise passengers can wander the colourful streets of Old San Juan, visit the historic forts like El Morro, and indulge in delectable Puerto Rican cuisine at local restaurants.
  • Bridgetown, Barbados: Bridgetown is the vibrant capital of Barbados, packed with history, culture, and stunning beaches. Visitors can explore the historic Garrison area, relax at Carlisle Bay, or shop at the local markets for unique crafts and souvenirs.
  • Marigot Bay, St. Martin: A picture-perfect bay with stunning views and vibrant nightlife, Marigot Bay is ideal for both relaxation and adventure. Passengers can enjoy beach festivities, rent a catamaran, or explore the nearby shops and delicious eateries lining the bay.
  • St. John's, Antigua: St. John's is the bustling capital of Antigua and serves as a gateway to incredible beaches. Cruise passengers can explore the local markets, visit historic sites like Nelson's Dockyard, or simply relax on one of the many nearby pristine beaches.

Best Times to Cruise to Anguilla

Anguilla can be enjoyed year-round! For those looking to soak up the sun, the best time to cruise is from December to April when temperatures range from 25-30°C, with pleasant, dry weather perfect for beach activities. From May to November, temperatures can reach 30-35°C, with the chance of occasional rainfall, but this season also offers great deals on cruises for those willing to embrace the warmer, more humid conditions!

Cost Overview for Cruises to Anguilla

Your next adventure in Anguilla could be a week-long cruise ranging from $1,500 to $2,800 AUD, while a two-week voyage may cost between $3,000 to $5,500 AUD. For those seeking a luxury cruise experience, expect to pay approximately $4,000 AUD for a week and upwards of $8,000 AUD for two weeks. Meals on board generally come included, but if you dine ashore, anticipate spending about $20-50 AUD per meal, while drinks might set you back around $8-15 AUD, depending on the establishment.

Alternative Regions Worth Considering

If you’re considering a cruise to Anguilla, you might want to explore these captivating alternatives:

  • Antigua and Barbuda: This neighbouring paradise offers stunning beaches, rich history, and excellent opportunities for scuba diving and snorkeling—ideal for beach lovers and adventure seekers alike.
  • British Virgin Islands: Renowned for their sapphire waters and secluded bays, the BVI offers a tranquil escape filled with beautiful scenery and a relaxed vibe, perfect for unwinding.
  • Saint Martin: A vibrant blend of French and Dutch cultures, Saint Martin features fantastic dining, lively nightlife, and picturesque beaches, making it an excellent destination for fun-filled adventures.
  • St. Kitts and Nevis: Known for its lush landscapes and laid-back atmosphere, St. Kitts and Nevis is perfect for those seeking a relaxing getaway and a taste of authentic Caribbean life.
  • Turks and Caicos Islands: Famous for its powdery white sands and crystal-clear waters, this destination is a haven for beach lovers and snorkelers alike, offering some of the best beaches in the Caribbean.

Anguilla beckons with its picturesque scenery and vibrant culture. With Cruise1st, you can easily plan your journey to this Caribbean gem and sail away into an unforgettable adventure!

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