Best of Travel the Caribbean

couple watching the sunset in the Caribbean

Don't miss ocean sunsets 

Snorkelling, beautiful beaches, and exploring jungles- just think about the things you've been missing in the Caribbean. With flights to the Caribbean booking up fast, it's time to book the beach vacation you've been waiting for. 

Featured fares

^Total price one-way per guest. See terms and conditions.

Featured offers

RESORT CREDITS

aerial view of Iberostar Grand Hotel Paraiso pool and resort

Receive up to $800 in resort coupons with a minimum stay at select Iberostar Hotels & Resorts in Mexico and the Caribbean.

Kids’ offers

Guests jumping in the pool at Palace Resorts

Kids and teens aged 4-17 stay, play, and eat free at select Palace Resorts in Mexico and Jamaica.

Room offers

Pool at SLS Baha Mar

Receive your 4th night free at SLS Baha Mar in Nassau. Plus, enjoy a $100 food and beverage credit during your stay.

Street view in Cuba

Affordable vacation packages

This winter, immerse yourself in Holguin, Cayo Coco or Varadero.

Featured destinations

The Caribbean

Colourful city view in Cuba

Cuba

With more than 300 white sandy beaches lapped by turquoise seas, Cuba is perfect for a winter getaway. But there's more to this Caribbean island than just sand and sun. Explore the lush forests, hang out with some crocodiles in the marshlands, wander forgotten coffee plantations or trek through the rugged mountain ranges. Step back in history and experience all the magic and wonder of Cuba.

Jamaica

Surf waves by day and watch them glisten at night. Jamaica is home to breathtaking experiences like watching lagoon shores turn luminous, snorkeling reefs, river rafting and hiking luscious jungles to discover hidden falls.

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Dominican Republic

Ready for a vacation that offers both beach and adventure time? Laze in natural pools, explore the jungles for limestone caves, surf the dunes by sandboard; it's all waiting for you in the Dominican Republic.

Piton mountains at sunset.

St. Lucia

Dive into endless adventure in St. Lucia. Discover the volcanic peaks of the Pitons, zipline over treetops, sail or snorkel in turquoise waters, take a dip in a rejuvenating mud bath and soak up every moment of this tropical paradise.

costa rica

Costa Rica

If you love the beach but you're craving some adventure, sink your sandy toes into Costa Rica. Surf the best waves in Latin America, snorkel to discover what's below, or make a splash in something new—like rappelling down falls or ATV tours.

Family enjoying a picnic by the water

Your escape just got easier

Our travel requirements tool can help book that long-awaited getaway.

Guests pulling suitcases through the airport

Save up to $10 per checked bag

When you pay anytime between booking and 24 hours before your flight.

Two friends running into the ocean with surfboards

Give the gift of possibility

A WestJet gift card isn't just a gift, it's an experience.