Caribbean Travel GuideWhen to visit the Caribbean
Most Caribbean islands are warm, year-round destinations. However, the most popular time to visit in general is from December 15 through April 15, when people from the north want to escape cold winters. Some islands popular with honeymooners can see high visitation during the summer months as well. The rest of the year, from mid-April through mid-December, is typically less busy. This time can be an ideal time to visit due to fewer crowds, more availability, and cheaper prices, although hurricanes can sometimes pose a threat.
Editors' Picks: Caribbean DealsSee All Caribbean Travel Deals
$875 -- Ocho Rios: 4-Night All-Inclusive Vacations
Plus, take advantage of $500 in resort credits, two kids' free stay, hotel transfers, and intro scuba-diving lessons.
$569 -- San Juan, Puerto Rico: 3-Night Vacations
What's more, kids 17 and under stay for free.
$228+ R/T Caribbean, Mexico Sale from Southwest
Fall and winter flights to sunny cities in the Caribbean and Mexico are on sale with Southwest, though only through Thursday, October 8.
$715 -- Riviera Maya: 3-Night Vacations
Plus, hotel transfers are included, and one child 12 and under stays and eats for free.
$815 -- Cancun: 3-Night All-Inclusive Vacations
Each stay comes with a massage credit and a free scuba lesson.
$729 -- Punta Cana: 4-Night Vacation Packages
Escape to the Dominican Republic for some luxury and relaxation.
7 Nights for the Price of 5 at Wyndham Hotels
Wyndham's "Stay 7 Nights & Get 2 of Them Free" offer allows you to stay for seven nights at the price of five.
$825 -- Montego Bay, Jamaica: 4-Night All-Inclusive Vacations
This deal includes round-trip airfare, accommodations, hotel transfers, meals, and more.
Family Packages with Perks, Savings at Sonesta
Taking a family vacation? Sonesta offers family packages at many of its locations. Packages feature extras that include breakfast, tickets to local attractions, and room upgrades.
Honeymooners Get 7 Nights for Price of 5
It's a Honeymoon Special! When you take a seven-night honeymoon at participating Wyndham locations, you can receive two of those nights free.
Caribbean Travel Advice See All Caribbean Travel Advice
9 Must-See Spots During Puerto Rico's Low Season
For most travelers, hurricane season is a time to avoid the Caribbean. For others, it's an opportunity for an uncrowded getaway.
- 17 Hotels with Stunning Views of Iconic Sites You won't be waiting in line at these iconic landmarks with views like these.
- 5 Diseases You Can Easily Pick Up While Traveling These untreatable diseases are easier than you think to contract while traveling. Be careful out there!
- Hurricane-Proof Caribbean Vacations When it comes to sunny skies and calm seas, the odds are in your favor at these six Caribbean locales.
10 Best Places to Go Snorkeling in the World
These destinations are known for their unique marine life, incredible underwater scenery, and commitment to preserving nature. You'll want to see them all.