When I hopped on a plane to Puerto Rico for the first time, I had zero expectations or knowledge about this tiny island. However, let me just say that upon my return home, I am already contemplating when to book my next trip back.
What did I discover on my first visit to this tiny yet mighty island? An infectious culture, community, and cornucopia of experiences which combined together to formulate one of the most beautiful, exciting, and compelling vacations I have ever experienced.
About the Island
Puerto Rico is a vibrant Caribbean island and unincorporated U.S. territory with a rich history and culture. This piece of paradise offers visitors a diverse range of experiences, from exploring lush rainforests and pristine beaches, to savoring mouthwatering cuisine and dancing the nights away to local lively music such as bomba and salsa.
No matter the type of traveler you may be, whether you're seeking an adrenaline rush or a relaxing getaway, Puerto Rico has something for everyone, including those his and hers experiences. From zip-lining through the canopy of El Yunque National Forest, to snorkeling in the crystal-clear waters off of the coast of Santa Isabel, there are countless ways to immerse yourself in the island's natural beauty.
Foodies will delight in Puerto Rico's eclectic culinary scene, which showcases a fusion of Spanish, African, and Caribbean influences. From traditional dishes like mofongo, arroz con gandules, and sweet and savory plantains, to innovative fusion cuisine, prepare your stomachs to be completely satisfied but your taste buds will be buzzing for more.
No visit to Puerto Rico is complete without experiencing the island's vibrant nightlife. Between bustling salsa clubs and contemporary cocktail scenes in San Juan, to laid-back beachfront bars, there's a place for everyone to let loose and enjoy the island's infectious energy.
With its stunning scenery, diverse culture, and welcoming people, Puerto Rico is a truly extraordinary destination that offers visitors an unforgettable, Boricua experience.
What You Need to Know
No passport or visa needed to visit Puerto Rico if you are a U.S. citizen.
Spanish is the dominant language spoken by Puerto Ricans but as a visitor you’ll find that most restaurants, bars, hotels, and excursions will be English-friendly.
It doesn’t hurt to download Duolingo and brush up on your Spanish before visiting. I guarantee your efforts to speak in the native tongue will be greatly appreciated.
Puerto Rico is big and diverse, so you may not have time to do everything on your Puerto Rican bucket list.
Book your excursions ahead of the time or check with your concierge for their recommendations on top experiences to do during your trip.
The best time to visit Puerto Rico is during the winter and spring seasons.
A Long Weekend Itinerary
Day One: Check-In, Relish in Caribbean Views, Explore Old San Juan, and Indulge at 1919
On your flight into the San Juan airport, enjoy breathtaking views of the turquoise waters surrounding the island. Check-into Condado Vanderbilt and grab a complimentary glass of bubbly to celebrate your arrival, drop your bags off into your room, soak in the views, and pack a day bag to explore Old San Juan.
Here you’ll find cobblestone streets, rich history and culture decorating the city walls and countless museums, a variety of cuisine options, shops, and an intermingling of both locals and visitors alike.
After getting your steps in and learning a bit about the Puerto Rican history, head back to the hotel to freshen up for dinner. Enjoy a four-course prix fix and wine pairing dining experience at Vanderbilt’s very own 1919 “flavor forward” restaurant. Finish the night off with a post-dinner cigar just a few steps away at the Caribbean’s only resort hotel Cigar Lounge - the Avo Lounge.
Day Two: Swim with Sharks, Zip-line over the Jungle, Enjoy Fresh Cuisine at PyP’s, and Dance the Night Away
There is no better way to start your morning than with a gorgeous drive south to Santa Isabel, where you will take a catamaran to a very private and pristine snorkeling experience with Blue Kings. The gorgeous views, warm water, and the opportunity to share the Caribbean Sea with sharks, rays, turtles, and tarpon will make for a very memorable morning with you and your travel partners.
After a morning of swimming in the Caribbean, head to the Central Mountains of Puerto Rico for an afternoon zip-line adventure at the Toro Verde Nature Adventure Park. Brave the longest zip-line in America, The Monster, which is 1.5 miles long and reaches speeds of up to 94 miles per hour!
By now, you've probably worked up an appetite. In that case, I'd recommend paying a visit to PyP Restaurant in Caguas, Puerto Rico. Here, you'll delight in a flavorful and fresh menu of local and seasonal dishes, as well as an equally colorful and cozy atmosphere.
A visit to Puerto Rico isn't complete without experiencing its indulgent nightlife. Head back to Old San Juan, where you'll find La Factoria, named the Best Bar in the Caribbean and #24 in the Top 50 Bars in North America. And for good reason…La Factoria is a beautifully restored historic building with a bar for every preference and flavor, from classic cocktail bars to a wine bar, salsa club, and a speakeasy-like experience just to name a few. I'd recommend spending some time in each of the 6 bar options to know exactly where you'll head the next time you come to Puerto Rico for a visit.
Day Three: Fall From the Sky, Savor Flavor at the Farm, and Experience Bio Bay Magic
Begin your day with an adrenaline-pumping skydiving adventure at Skydive Puerto Rico. With the option to jump out of a plane at 10,000, 14,000, or 18,000 ft, you’ll be soaring through the skies and taking in breathtaking panoramic views of the island's lush landscape and sparkling coastline from an incredible perspective. With knowledgable, professional, and electrifying instructors to guide you in your tandem or solo jump, you’ll find your sky dive jitters will dissipate with pure excitement taking its place instead.
Next, embark on a Sensorial Farm Tour at Frutos del Guacabo, an agro-ecological farm that showcases sustainable farming practices and plenty of farm-to-table offerings for local bars and restaurants. Engage your senses as you stroll through the vibrant crops and hydroponic rows of greens, savoring the fresh produce and learning about the farm's commitment to environmental stewardship.
As dusk approaches, embark on a magical Bio Bay tour with Kayaking Puerto Rico. Paddle through the tranquil waters of Laguna Grande, a bioluminescent bay teeming with microscopic organisms that emit an ethereal glow. Witness the mesmerizing spectacle of the water illuminating with every stroke of your paddle and creating an unforgettable experience. I’d recommend booking this experience on either a new moon or cloudy evening to see the bio bay glow in all of its glory.
After your enchanting kayak adventure, head to Kalizo Seafood Bar and Grill for a hearty dinner and refreshing beverages. Indulge in the flavors of authentic Puerto Rican cuisine, savoring dishes like mofongo, arroz mamposteao, and fresh seafood while enjoying the lively atmosphere of this coastal town.
Puerto Rico is a vibrant and diverse island with something to offer everyone. From its stunning scenery and rich culture to its delicious food and exciting nightlife, this Caribbean island is a truly extraordinary destination that offers visitors an unforgettable experience.
Whether you're looking for an adrenaline rush, a relaxing getaway, or a cultural immersion, Puerto Rico is the perfect place to create lasting memories. So what are you waiting for? Book your trip today and discover the magic of Puerto Rico for yourself!