From beautiful Spanish architecture to dreamy castles to historical shanty town La Perla, San Juan is one of the most picturesque places I’ve ever been. As you bask in incredible weather and devour some of the best food you’ll ever have, you can also experience a profound merging of the old and new world right here in San Juan.

For a trip to the Caribbean, Puerto Rico will be one of your most convenient options considering you don’t need a passport or proof of vaccination to enter and leave, Uber operates in the main part of the city and to and from the airport, and Old San Juan is one of the safest and most walkable places I’ve ever been.

Puerto Rico’s cuisine is a captivating blend of indigenous Taino, Spanish, African, and Caribbean influences, creating a mouthwatering tapestry of dishes. You’ll want to try beloved local dishes like mofongo, made with fried green plantains, savory sauce and seafood, or lechón, the famous roasted pig slow-cooked to perfection.