Jamaica
Best December to April
Best for: couples, families, groups
Montego Bay, Negril and Ocho Rios, with all-inclusives from adults-only to family-friendly.
Plan a Jamaica trip
Mexico’s Caribbean coast
Best December to April
Best for: every kind of traveler
Cancun, the Riviera Maya, Tulum and Playa Mujeres, with the widest choice of resorts and easy flights.
Plan a Mexico trip
Dominican Republic
Best December to April
Best for: families, groups, value
Punta Cana’s long beaches and large all-inclusive resorts, with plenty for kids.
Plan a Dominican Republic trip
The Bahamas
Best December to May
Best for: long weekends, families
Clear water and a short flight from the East Coast. There are fewer all-inclusives here, so picking the right resort matters more.
Plan a Bahamas trip
Aruba & Curaçao
Good year-round
Best for: fall trips, reliable sunshine
Dry and sunny, and south of the main storm track, which makes them a smart pick from August to November.
Plan an Aruba or Curaçao trip
Saint Lucia & Antigua
Best December to May
Best for: honeymoons, couples
Mountains, rainforest and quiet coves on smaller islands, usually reached with one connection.
Plan an island trip
Costa Rica
Best December to April
Best for: adventure plus beach
Pacific beaches with rainforest, waterfalls and wildlife close by, for travelers who want more than a lounge chair.
Plan a Costa Rica trip
Hawaii
Good year-round
Best for: island-hopping, no passport needed
Each island has its own pace. Resorts are usually not all-inclusive, so I help you budget for meals.
Plan a Hawaii trip