7 Best Anguilla Small Ship Cruises for 2024-2025

Name: Caribbean Tours & Travel
Brand: Adventure Life
Rating: 4.9 (357 reviews)

3 Best Anguilla Luxury Small Ship Cruises for 2024-2025

Trip Name	From	Days	Next Departure	Summary
Eastern Caribbean with St. Barths	$10270	8	Dec 21, 2024	Embark on an 8-day Caribbean cruise aboard Emerald Sakara. Discover Anguilla’s pristine beaches, Gustavia’s vibrant streets, Nevis' historic … 0
Vibes of the Virgin Islands	$7590	8	Dec 13, 2026	Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning … 0
Caribbean Enchantment	$6340	7	Feb 22, 2025	Embark on a 7-day Caribbean cruise aboard Emerald Azzurra. Start in Antigua and sail to Les Saintes, Deshaies, Virgin Gorda, and Norman Island. … 0

Best Small Ship Caribbean Cruises

3 Top-Rated Anguilla Small Cruise Ships for 2024-2025

Ship Name	Max Passengers	From	Summary
Emerald Azzurra	100	$6340	As Emerald's first-ever ocean superyacht, the luxurious Emerald Azzurra is designed to take up to 100 passengers sailing along the Adriatic Coast, … 0
Star Flyer	170	$1640	The Star Flyer is a stylish vessel designed to accommodate 170 passengers in an intimate and comfortable atmosphere. This true clipper ship reflects … 0
Emerald Sakara	100	$7590	Emerald Cruises brings our award-winning reputation and service to the world?s oceans and coastlines as we introduce Luxury yacht cruising on our … 0

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Anguilla Travel Guide

Leeward Islands Cuisine

The varied cuisines that travelers enjoy while cruising the Leeward Islands reflect the diverse cultures from which they come, featuring a broad palate of seafood dishes drawing from local Caribbean and African, French, Dutch, British and Asian influences.

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.

Enjoy the natural beauty of the Caribbean

Leeward Islands Geography

Along with the Windward Islands, the small Leeward Islands form the Lesser Antilles on the eastern border of the Caribbean Sea. The geography of the Leeward Islands is comprised primarily by coral and volcanic islands. The soil on the coral islands is not well suited to agriculture, making these countries' primary economic engine tourism.

Leeward Islands Politics

The Leeward Islands, a geographical grouping with an essentially shared history, have developed over time into six separate nations. They have a common interest in tourism, and in economic and cultural advancement for their ethnically diverse but essentially harmonious populations.

Stroll along the white sandy beaches of St. Barth's

Leeward Islands Weather

As long as you avoid the hurricane season during the latter half of the year, you'll enjoy pleasant tropical temperatures between 81°F and 95°F (27°C and 35°C) and bright sunny days that never seem to end.

Best Anguilla Small Ship Cruise Lines for 2024-2025

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 Tour Ideas

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Treasure Islands

Philipsburg to Philipsburg
8 Days from $1,640

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.

Anguilla Small Ship Cruises

7 Best Anguilla Small Ship Cruises for 2024-2025

Cruising the Leeward Islands

Cruising the Leeward Islands

Treasure Islands

Eastern Caribbean with St. Barths

Vibes of the Virgin Islands

Caribbean Sojourn

Caribbean Enchantment

3 Best Anguilla Luxury Small Ship Cruises for 2024-2025

3 Top-Rated Anguilla Small Cruise Ships for 2024-2025

Anguilla Travel Guide

Leeward Islands Cuisine

Leeward Islands Geography

Leeward Islands Politics

Leeward Islands Weather

Anguilla Tour Ideas

Treasure Islands

Anguilla FAQ Section

Caribbean Travel Guide

Favorite Caribbean All Trips

Top Anguilla Travel Destinations

Top Experiences in Anguilla

Anguilla Trips by Activity

Why Travel With Adventure Life

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