Anguilla Deals

Anguilla Vacation Packages

Nestled in the northeastern Caribbean, the British Overseas Territory of Anguilla possesses the easy vibe of the islands along with a fascinating blend of South American Amerindian, Arawak, French and British cultures. Its ancient inhabitants, the Amerindians, believed the Big Springs caves at Island Harbour and The Fountain caves at Shoal Bay were the original sites of the universe's creation. Petroglyphs and artifacts have recently been discovered and preserved in two of Anguilla's historic national parks. While English holidays, such as the Queen's Birthday, Whit Monday and others, are celebrated, Anguillans also honor their multi-cultural heritage. Fortunately, the plantation system that was common throughout the islands never took hold here, partly due to the island's imperfect soil and unpredictable rainfall. Although the fierce Carib tribe once inhabited the island, Anguilla today boasts a friendly, peaceful environment, perfect for an idyllic Caribbean holiday in the sun.

Best Holiday Offers
Reduced rates, FREE daily breakfast, kids stay FREE offers and more!

  • Book by 1/6/19 for travel through 6/30/19
All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more
  • Anguilla Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    Experience the ultimate in refined luxury on a stretch of white sand beach, overlooking the clear blue Caribbean.

    • Resort View King
    • FREE Wi-Fi
    • Kids 11 & younger stay FREE

    3 nights with flight from $2749+

    New York, Kennedy (JFK) departures, valid for travel 02/11/19

Caribbean - Best Holiday Offers: Valid on new bookings at participating resorts made 11/26/18 - 1/6/19 for select travel 11/26/18 - 6/30/19. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates may apply.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]