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8 Caribbean Resorts for a Short Getaway From the East Coast

Whether you’re looking to break up the long, cold winter or simply think the sound of a weekend beach break is the ideal way to start the new year, a short Caribbean getaway should do the trick. Sure, a week in the sun seems ideal, but there are several destinations that are perfect for all those times you just need a quick fix. From Puerto Rico to Punta Cana, the Caribbean getaways that are best for a short break are the ones that will give you the most from your limited time. Below, we’ve factored in resort locations, quantity and quality of activities, and flight durations from New York City, Boston, and Washington, D.C. to bring you eight of the best Caribbean resorts for a short getaway.

  • 1. San Juan Marriott Resort & Stellaris Casino, Puerto Rico

  • The Pool at the San Juan Marriott Resort & Stellaris Casino

    The Pool at the San Juan Marriott Resort & Stellaris Casino/Oyster

    Direct flight time from New York City, Washington, D.C., and Boston: Approximately four hours 

    While the flight to San Juan, Puerto Rico is not a hop on, hop off affair (it's approximately four hours direct from New York City, Washington, D.C., and Boston), once you arrive, you'll realize it's worth the travel time. The vibrant city of San Juan has everything you need for four days of fun. San Juan Marriott Resort & Stellaris Casino

  • 2. Hard Rock Hotel & Casino, Dominican Republic

  • The Sun Pool at the Hard Rock Hotel & Casino Punta Cana

    The Sun Pool at the Hard Rock Hotel & Casino Punta Cana/Oyster

    Direct flight time from New York City, Washington, D.C., and Boston: Approximately four hours 

    When you only have a limited amount of time, staying in a place that has plenty of first-class amenities can be a dream. The all-inclusive Hard Rock Hotel & Casino in Punta Cana

  • 3. Grand Cayman Marriott Beach Resort

  • Grounds at the Grand Cayman Marriott Beach Resort

    Grounds at the Grand Cayman Marriott Beach Resort/Oyster

    Direct flight time from New York City: Approximately four hoursDirect flight time from Washington, D.C.: Approximately three-and-a-half hoursDirect flight time from Boston: Approximately four-and-a-half hours

    The 295-room Grand Cayman Marriott Beach

  • 4. Grotto Bay Beach Resort & Spa, Hamilton Parish, Bermuda

  • Beach at the Grotto Bay Beach Resort & Spa

    Beach at the Grotto Bay Beach Resort & Spa/Oyster

    Direct flight time from New York City and Boston: Approximately two hoursDirect flight from from Washington, D.C.: Approximately two-and-a-half hours (during summer months)

    Sure, Bermuda is only an honorary or associate member of the Caribbean region (it’s a British Overseas Territory), but being so close to the U.S., this tropical destination can’t be overlooked. Plus, Bermuda has loads of history to go along with its tropical good looks. Calm and quiet, this vacation spot is more about poolside lounging than all-night partying. Recharge your batteries at the Grotto Bay Beach Resort & Spa

  • 5. Grand Palladium Jamaica Resort & Spa

  • The Aerial Photography at the Grand Palladium Jamaica Resort & Spa

    The Aerial Photography at the Grand Palladium Jamaica Resort & Spa/Oyster

    Direct flight time from New York City: Approximately four hoursDirect flight from Boston: Approximately four-and-a-half hoursDirect flight from from Washington, D.C.: Approximately three-and-a-half hours 

    Located about a one-hour drive west of Montego Bay, the Grand Palladium Jamaica Resort & Spa

  • 6. The Sands at Grace Bay, Turks and Caicos

  • Beach at the Sands at Grace Bay

    Beach at the Sands at Grace Bay/Oyster

    Direct flight time from New York City: Approximately three-and-a-half hoursDirect flight from Boston: Approximately four hoursDirect flight from from Washington, D.C.: Approximately three-and-a-half hours 

    One of the most affordable upscale resorts in the area, Sands at Grace Bay

  • 7. Melia Habana, Cuba

  • The Pool at the Melia Habana

    The Pool at the Melia Habana/Oyster

    Direct flight time from New York City: Approximately three-and-a-half hoursDirect flight time from Washington, D.C.: Approximately five hours Direct flight time from Boston: Approximately six hours 

    Combining a resort vacation with a city break, Havana offers two-for-one appeal. And it's not just the lift on travel restrictions that will lure you to Havana, which is just 20 to 30 minutes from the airport. The historic sights and architecture of Old Havana are enough to fill a weekend, as are the beaches and nature hikes available in the iconic city. Stay at Melia Habana

  • 8. Melia Nassau Beach — All-Inclusive, Bahamas 

  • The Premium Oceanview Room at the Melia Nassau Beach Resort

    The Premium Oceanview Room at the Melia Nassau Beach Resort/Oyster

    Direct flight time from New York City and Washington, D.C.: Approximately three hoursDirect flight time from Boston: Approximately four hours 

    Located on beautiful Cabbage Beach, a 15-minute drive from the airport, the sprawling Melia Nassau Beach

  • What to Bring to the Caribbean: Supergoop! Sunscreen

  • Supergoop! Everyday SPF 50 Sunscreen For Face and Body, with Sunflower Extract

    Supergoop! Everyday SPF 50 Sunscreen


    Ideal for everyday use in the Caribbean sun, Supergoop!


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This article was published on Nov 26, 2019