The island of Anguilla combines mellow Caribbean life with exotic Mediterranean style. Everywhere you look, you see blue and white: turquoise sea tickling white-sand beaches or blue sky framing stark white resorts. There are no casinos, cruise ships or high-rises; the focus here is on lingering meals, silky sand and starlit strolls. You may pay a higher price to visit Anguilla than other tourist-trampled islands, but you’ll be rewarded with great food, over-the-top luxury and star-studded beaches.

Before You Go: Need-to-Know Info

Language: English
Flight time: 8 hours from New York City; 13 hours from LA; 7 hours from Chicago
Getting around: Car (keep to the left!), taxis and ferry to St. Martin
Entry requirements: Passport and return ticket
Currency: Eastern Caribbean dollar (EC) and US dollar

When to Go: Anguilla at its best

Best weather: Anguilla receives relatively little rainfall (hence its arid topography) and has a monthly mean temperature of 80 degrees all year long
Best prices: May to December
Festivals: Anguilla International Arts Festival and Competition occurs biannually during the third week in January; Moonsplash Annual Music Festival begins on the night of the full moon in March; Summer Festival rocks the first week of August with parades, pageants, boat racing and calypso competitions.

What to Do

People watch: If you’re looking for a glimpse of famous faces, or if you’d like to make like a superstar yourself, this is the place to be. Beyoncé and Jay-Z, Uma Thurman, Jennifer Lopez and Queen Latifah have all been sighted along the powder-white shores of Anguilla. (Don’t forget your movie-star shades!)

Treat yourself: Anguilla is the place to indulge. (It is your vacation, after all.) The island is loaded with extravagant spas offering massages, polishes, wraps, masques, scrubs — even bathing rituals. Try a yoga session under the palm trees. Or, for real luxury, have a couple’s rubdown in a private “spa suite” overlooking sand and sea.

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When you plan travel with Vacationisms, you're shopping small and supporting a privately owned business based in Goffstown, NH.

We're owned by a husband and wife power duo living locally with their two-nager. Yes, two-nager. When you plan your travel with us, you aren't only supporting our amazing team, you're supporting the community, too. We reinvest heavily in our community in social advocacy, youth development and athletic programs, and we too shop small. We believe that our community is important and we appreciate your business to allow us to continue.