31 All-Inclusive Vacations That Cost Less Than a Flight Alone

3. Montego Bay, Jamaica

Montego Bay offers a soulful mix of stunning coastlines, warm-hearted locals, and rich cultural heritage—plus surprisingly affordable all-in-one getaways. Travelocity and other travel aggregators often highlight deals that include flights and a full resort experience for around $550. That includes gourmet meals, open bars, live reggae shows, and water sports like paddleboarding and catamaran sailing. The real charm of Montego Bay comes alive when you explore beyond your resort gates. Wander down to the lively Hip Strip for shopping and jerk chicken, take a dip at the famous Doctor’s Cave Beach, or book a guided trip to the haunted Rose Hall Great House for a taste of local legends. Whether you’re sipping rum punch under the stars or floating down the Martha Brae River on a bamboo raft, Montego Bay proves that good vibes and great deals can absolutely go hand in hand.