Caribbean Flight Deals Under $250
Caribbean Flights
We’ve bundled amazing Caribbean fares for you. Choose between stunning destinations like St. Thomas, Dominican Republic, and Cancún. Rates vary by city and route, with the best availability from August to May.
Booking Information
To book, use Google Flights’ calendar tool to find the best dates and fares. Select your departure and return flights to book directly with the airline.
Flight Experience
Enjoy flights on American and Delta with carry-ons included. Upgrade to Main Cabin for additional perks—round-trip fares from $231 to $376.
Destination Highlights
Explore Caribbean paradises like St. Thomas, Punta Cana, and San Juan. Enjoy beautiful beaches, vibrant culture, and unforgettable experiences in each destination.
Additional Perks
Take advantage of these low fares with flexibility in travel dates – but book quickly!
Caribbean Tours
Exploring the Caribbean: Ultimate Travel Guide
The Beauty of St. Thomas
St. Thomas, part of the U.S. Virgin Islands, boasts pristine beaches and crystal blue waters. From snorkeling to sailing, there’s no shortage of activities. Don’t miss the historic downtown Charlotte Amalie for shopping and dining.
Discovering Punta Cana
Punta Cana in the Dominican Republic is known for its all-inclusive resorts and beautiful beaches. Explore the vibrant nightlife, indulge in water sports, or take a day trip to the stunning Saona Island. The serene waterfalls and lush landscapes make it a perfect getaway.
Vibrant Life in San Juan
San Juan, Puerto Rico, offers a rich history and modern attractions. Wander through the colorful streets of Old San Juan, visit historic forts, and enjoy the lively music and dance scenes. The local cuisine is a culinary delight with its blend of Spanish, African, and Taíno influences.
Cancún: A Tropical Paradise
Cancún, located on the Caribbean Sea, is famous for its white-sand beaches and turquoise waters. Whether lounging on the beach, exploring ancient Mayan ruins, or diving in the Great Maya Barrier Reef, Cancún offers something for everyone. Enjoy the bustling nightlife and luxury resorts for a memorable vacation.
After graduating in the UK, Lacey exchanged cloudy skies for sunny European landscapes. She spent two years enjoying Portugal and Spain’s vibrant cultures and beautiful coastlines, especially the Algarve. Now a teacher in the UK, Lacey still travels widely, sharing her experiences as a travel writer.