Your Caribbean Holiday Awaits.


 

Relax on Island Time. 

If there is one word that describes the Caribbean islands, it is unhurried. Do it all or do nothing; the pace is relaxed. Miles of sun-drenched beaches and amenity-rich resorts invite you to swim, sail, dive, golf or spin the roulette wheel—the options are as diverse as the cultures. Experience Jamaica's rainforests, visit historic sites in Puerto Rico, discover Aruba's tranquil turquoise sea or revel in the Bahamas' exhilarating nightlife, duty-free shopping and gourmet dining. Discover world-class golf courses in the Dominican Republic or the spectacular half-mile peaks of the Pitons in St. Lucia. Pleasant Holidays offers the best Caribbean vacation deals suited to every taste among these idyllic islands.


Pleasant Holidays vacations Include: Round-trip flights, hotel accommodations, taxes and more.

 

ARUBA

Renaissance Aruba Resort & Casino : Located in the heart of Oranjestad, this resort features two accommodation choices with access to Aruba's only private beaches on Renaissance Island. The adult-exclusive Renaissance Marina Hotel and the spacious one-bedroom Renaissance Ocean Suites offer singles and couples the perfect blend of chic style and island culture. The Renaissance Marina Hotel caters to adults in the heart of the city, at the epicenter of excitement offering lots of entertainment, an infinity pool overlooking the Marina and many sophisticated restaurants and bars. The Renaissance Ocean Suites offers spacious one-bedroom suites, a little more secluded and ideal to enjoy a tropical wonderland complete with resort-style pools with a swim up bar, a private lagoon and an open air restaurant.

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TURKS & CAICOS

Alexandra Resort Turks & Caicos - All Inclusive: Located on beautiful Grace Bay Beach in Providenciales, this extraordinary resort combines enchanting natural charm with contemporary comfort. Located directly on one of the most beautiful beaches in the world, the resort offers a delightful Caribbean atmosphere with luxurious accommodations and fantastic ocean views. Its 124 Studios and Suites are beautifully appointed and serene. Guests enjoy its understated elegance, international cuisine and warm, friendly service. The unspoiled beauty, wonderful waters and welcoming people bring guests back year after year.

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Plan your Turks & Caicos getaway with one of our expert advisors: 2020_Trip Request Button Template2-1

ANTIGUA

Sandals Grande Antigua Resort & Spa: Set on the pristine sands of Dickenson Bay, this 373-room romantic beachfront resort offers two uniquely themed villages. Its variety of luxurious rooms and suites include the exotic Rondovals, suites-in-the-round with Butler Service and the all-suite, all ocean-view Mediterranean Village. Savor a world of dining pleasure at eleven restaurants, lounge by one of six pools, pamper yourself at the full-service Red Lane® Spa or just enjoy the silky white-sand beach of this lovers' hideaway.

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Itinerary

Please work with one of our travel advisors to put together your itinerary by submitting a TRIP REQUEST below.

About Pleasant Holidays

Founded in 1959, Pleasant Holidays is one of the largest travel companies in the U.S., offering customizable vacation packages including flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, travel protection coverage and more. Their vast portfolio spans the globe while featuring the world's most popular vacation destinations, including Hawaii, Australia, Canada, Caribbean, Central America, Cook Islands, Europe, Fiji, Japan & Asia, Mexico, New Zealand, South America, Tahiti, United Arab Emirates, United States, and ocean and river cruises.

Travel Insurance

Once you've planned your trip, protect your vacation dollars and travel experience with travel insurance from Travel Insured International trip protection plans and/or MedjetAssist.

Travel Insured International® Travel Insurance

For more than 20 years, Travel Insured International has led with a passion that is based on a “do it better, do it smarter” mentality. They take pride in their mission, which built upon trust, innovation, and treating each and every customer like they are part of the family. As a principal provider of travel insurance, Travel Insured International helps our customers find solutions to any travel-related problem.

As a leading travel insurance provider, their goal is to help each individual travel confidently. They aim to keep their customers informed every step of the way, and most importantly to be there to help when things go wrong.

Whether it's business related, a long awaited cruise vacation, or a trip back home to see family and friends, traveling with a protection plan helps you relax and enjoy your travel experience to the fullest.

CLICK HERE to buy Travel Insured International Travel Insurance online now or talk to one of our travel advisors about adding Travel Insured International Travel Insurance to your vacation!

MedjetAssist

MedjetAssist is the premier global air-medical transport membership program in the U.S. As a member, if you are hospitalized more than 150 miles from home, MedjetAssist will arrange comprenhensive medical transportation to the hospital of your choice, not just the nearest adequate facility. Peace of mind every time you travel!

Domestic air-medical transports average $25,000 and internationally, it can exceed $100,000 but not with the protection of Medjet. Annual memberships are only $260 for an individual or $395 for a family, and Short-Term membersgips start as low as $99. Multi-year, Corporate and Group memberships are also available.

The MedjetAssist Difference

  • Air-Medical transport is to the member's hospital of choice, including home hospital.
  • No "medical necessity" - Neither the attending physician nor the capability of the existing facility determines the merit of a transport.
  • No healtth questions for those under the age of 75. Diamond applications are available for individuals ages 75 to 85. Applications must be approved prior to departure.
  • For individuals age 85 and up, Platinum memberships are available. This program is available to AARP members only and protects the member while they travel internationally. A Platinum membership application is required and must be approved prior to departure.
  • No adventure travel exclusions; No natural disaster exclusions; No terrorism exclusions.
  • No dollar limits on evacuations; No deductibles; No co-pays; No claim forms.
  • Domestic as well as international protection.

MedJet Q&A:

Q: What would happen if you became hospitalized because of illness or injury during your next trip? How would you manage getting back to your home hospital or another hospital of your choice… close to your family, trusted physicians, and in-network insurance?

A: With Medjet it would be easy because you would have the peace of mind knowing you have an unsurpassed team of professionals that would arrange for an air-medical transport back to the hospital of your choice, regardless of medical necessity. All you pay is your membership fee for this comprehensive protection.

Terms & Conditions

*Caribbean Christmas in July Sale: Valid on new bookings made 07/06/2020 – 08/02/2020 for select travel 07/06/2020 – 12/31/2020. Offers vary by hotel and travel dates, 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. Certain restrictions and blackout dates may apply. Subject to availability.