Travel Tips & Advice

Top 5 North American & Caribbean Winter Getaways

Last Updated: April 8, 2024

Every winter we are again reminded why we love to travel to tropical (and warm) locales. Forget the snow boots, and give us some flippers, a snorkel mask and sunscreen! Here are our top picks for your next winter getaway that don't involve lengthy flights and certainly won't break the bank!

Photo of white sandy beaches, dense palms, and bright blue waters in Conzumel

Cancun, Mexico

Cancun is easily accessible from many major airports in the U.S., yet its moderate winter weather, turquoise waters and palm trees would have you thinking you are far, far, away from the blistery winter back home. Cancun is a great destination for both families and couples alike, and there is never a lack of activities from lounging on the beach, scuba diving and snorkeling, visiting Mayan ruins or experiencing the fabulous nightlife of the Riviera Maya.

Featured Resort: Ask us about the Dreams Sands Cancun Resort & Spa.

Featured Cruise: Visit nearby Cozumel by cruise on the Carnival Ecstasy

Photograph of lush caribbean mountain islands during golden hour

Nassau, Bahamas

Nassau, the capital of the Bahamas, offers a delightful mix of British colonial charm and beautiful sandy beaches. Take a tour down Bay Street, Nassau's main shopping district, home to the local Straw Market. Hop on over to Paradise Island to see the impressive Atlantis Resort where you can visit the aquarium or the largest casino in the Bahamas. Be sure to try some local conch before you depart!

Featured Resort: Ask us about a stay at the famous Atlantis Paradise Island Resort.

Featured Cruise: Visit Freeport, Nassau and the cruise lines private Bahamian island, Great Stirrup Cay, on the Norwegian Sky

Aerial photograph of white yachts anchored in the turquoise waters of Grenada, taken by photographer Hugh Whyte

St. Georges, Grenada

Located in the Southern Caribbean, colorful Grenada, also known as the Spice Isle is a great destination for a winter escape. Along the beaches you will find plenty of scuba diving sites, kayaking and watersports, or head inland to the lush mountains to see waterfalls and wildlife preserves. Make sure to try the local cuisine, and find out why this tiny island is called Spice Isle.

Featured Resort: Ask us about the brand new Sandals La Source Grenada adults-only all-inclusive resort.

Featured Cruise: End a wonderful Southern Caribbean cruise in Grenada on a 7-Night Royal Caribbean cruise on the Adventure of the Seas.

Oahu, Hawaii

Not only is Hawaii one of our favorite vacation spots, it is also one of the only exotic destinations that U.S. citizens can get to without a passport. You can easily fly to Honolulu from airports on the west coast and other major U.S. airports. Hawaii is both a place of relaxation and adventurefrom stunning beaches and luxurious spas to trekking volcanoes or taking a helicopter ride along the picturesque, rugged coastlines. Oahu is a great island for kids, but also the perfect place for adults seeking a romantic escape.

Featured Resort: Inquire about a stay at the Aulani, Disney Resort & Spa in Kapolei, Oahu.

Featured Cruise: Depart Honolulu and travel around the Hawaiian Island for 7 Nights on Norwegian's Pride of America.

Key West, Florida

For those of you that don't have a passport but want to escape the cold this winter, the Florida Keys are a wonderful place to visit for both families and couples. You can visit the southernmost point in the U.S., take a snorkel tour to Dry Tortugas National Park, enjoy a sunset champagne catamaran cruise or stroll along Mallory Square for street performers and the world famous sunsets of the Florida Keys! There is plenty in terms of shopping and foodbe sure to indulge in the local seafood and key lime pie!

Featured Resort: Find out more about The Reach A Waldorf Astoria Resort.

Featured Cruise: Visit Key West onboard the Celebrity Constellation on a 3-Night Bahamas Cruise!

Call our friendly Vacation Specialists to help you book your next North American or Caribbean winter getaway!

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