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Anguilla Small Ship Cruises

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Explore the long-time British territory and paradise in the Caribbean: Anguilla. Join Adventure Life for an exceptional cruise to Anguilla, any amount of Caribbean islands, or even combine your trip to Anguilla with a trip to Portugal! In Anguilla, you'll get tons of opportunities to relax, swim, snorkel, sail, or participate in a large variety of water sports. Visit Meads Bay, Rendezvous Bay, Sandy Ground, Prickly Pear Cays, Dune Preserve, or Shoal Bay East. If you're interested in a trip to Anguilla, contact Adventure Life's Caribbean travel experts now to begin planning a personalized trip!
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3 Best Anguilla Small Ship Cruises for 2023-2024

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1 Best Anguilla Luxury Small Ship Cruises for 2023-2024

Trip NameFromDaysNext DepartureSummary
West Indies Island Hopping$88908Dec 2, 2023Experience the beauty of the islands of the Caribbean on this 8-day West Indies Island Hopping cruise roundtrip San Juan aboard the Emerald Sakara. …
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3 Top-Rated Anguilla Small Cruise Ships for 2023-2024

Ship NameMax PassengersFromSummary
Emerald Azzurra100$8890As Emerald's first-ever ocean superyacht, the luxurious Emerald Azzurra is designed to take up to 100 passengers sailing along the Adriatic Coast, …
Star Flyer170$2400The Star Flyer is a stylish vessel designed to accommodate 170 passengers in an intimate and comfortable atmosphere. This true clipper ship reflects …
Emerald Sakara100$8890Emerald Cruises brings our award-winning reputation and service to the world?s oceans and coastlines as we introduce Luxury yacht cruising on our …
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Top 3 Anguilla Small Ship Cruise Deals for 2023

Trip NameSaveFromDaysNext DepartureSummary
Treasure IslandsSavings$24008Dec 2, 2023Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous …
Eastern Caribbean with St. BarthsSavings$88908Dec 2, 2023On an 8-day voyage on the Emerald Azzurra, visit St. Barths and the Eastern Caribbean. Discover the azure waters of Tobago Cay National Park while …
West Indies Island HoppingSavings$88908Dec 2, 2023Experience the beauty of the islands of the Caribbean on this 8-day West Indies Island Hopping cruise roundtrip San Juan aboard the Emerald Sakara. …
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Anguilla Travel Guide

Best Time to Visit Anguilla

Anguilla is a fantastic place to visit year round- outside of hurricane season which runs between June 1 - November 30.

Between December and April is usually considered the best time to visit Anguilla. This is the high tourism season so there will be large crowds and hotels will be more expensive when compared to other months but the weather is ideal and there's infrequent rain. Additionally, the island will be in full swing in terms of activities, restaurants, shopping, and service.

Between May and August is a good time to visit Anguilla. This is the off season going in to the beginning of the hurricane season so there may be a bit of rainfall but it won't be extreme and hurricanes are extremely unlikely to hit Anguilla during these beginning months of hurricane season. Additionally, the hotel prices will drop by as much as 50% and flight prices are likely to drop as well.

Between September and November is the worst time to visit Anguilla. You'll be able to find amazing hotel deals during this time - for good reason. It's possible that a hurricane will hit Anguilla during these months, many hotels and restaurants will be closed, and although the temperature is warm still there's a ton of rain that hits the island during these months.
Best Anguilla Small Ship Cruise Lines for 2023-2024
  • Ponant - founded in 1988, has established the standard for a new era of luxury cruises. Le Champlain cruises to Anguilla's beautiful sandy beaches, creeks, caves, prehistoric petroglyphs, former colonial mansions, natural reserves, and Greg Norman's famous golf course. Golf enthusiasts can tee off in breathtaking Caribbean golf cruises to Cuisinart Golf Club Anguilla.
  • Star Clippers Americas - For more than three decades, the recognized expert in sailing cruises has shared a lifelong passion for the sea with thousands of passengers from all over the world. Its tall ship, the Star Flyer, anchors off Anguilla's most beautiful sandy beaches, accentuating the turquoise waters of the Caribbean.

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Anguilla FAQ Section

Is Anguilla safe for tourists?
Like many British territories, Anguilla is extremely safe for tourists, it's one of the safest islands in the Caribbean.

How do I get to Anguilla?
Flights can be expensive but they're relatively easy to find with light research. The other option is to contact Adventure Life's travel experts and we'll help you either find an inexpensive flight or assist you in finding an Adventure Life cruise that goes from your destination to Anguilla.

What is Anguilla known for?
Anguilla is known for it's pristine beaches, important coral reefs, and variety of water sports.

Do I need a visa, vaccinations, or a passport for Anguilla?
You do not need any vaccinations for Anguilla but you will need a passport and may have to prove when your departure from Anguilla will be. There are also no visa requirements other than to prove when your departure will be.

What language do they speak in Anguilla?
Being a British territory, they speak UK English with a Caribbean twist. The other language many people from Anguilla speak is Creole. 

Is Anguilla a tax haven?
For many wealthy British citizens Anguilla is used as a tax haven because they don't have income tax, property taxes, or capital gain taxes.

Should I purchase travel insurance for my visit to Anguilla?
You should definitely purchase travel insurance, especially if you plan on traveling during the off-season/hurricane season. Adventure Life makes it easy through our partner, TravelGuard, on our Once You've Booked page.

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