AI Travel Planner

AI Travel PlannerRoam AroundAI Travel Planner

Home

Ultimate 5-Day Adventure in San Juan, Puerto Rico Itinerary

Starting date
Rate This Itinerary
day 1

Historic Sites and Salsa

San Juan Itinerary - February 27

Morning. Begin your day with a delicious breakfast at Café Puerto Rico, known for its traditional flavors. Afterward, take a guided tour of the iconic Old San Juan, visiting historic sites such as Castillo San Felipe del Morro and San Juan Gate (Puerta de San Juan).
Afternoon. For lunch, savor the innovative Puerto Rican cuisine at Vianda. Spend your afternoon exploring the vibrant streets on a San Juan History Walking Tour with a Guide, and then learn the basics of San Juan Beginner Puerto Rican Salsa for Couples to immerse yourself in the local dance culture.
Evening. As the sun sets, enjoy a romantic dinner at Punto de Vista Rooftop Restaurant, offering panoramic views of the city. End the night with a leisurely stroll through the beautifully lit Paseo de la Princesa, taking in the gentle sea breeze.
day 2

Rum and Rainforest

San Juan Itinerary - February 28

Morning. Kick off with a visit to the world-renowned Bacardi Rum Factory (Casa Bacardi). Enjoy a guided tour and tastings to learn about the history and production of rum. Pair this with a delightful breakfast at Marmalade Restaurant & Wine Bar.
Afternoon. After a morning of spirits, head to the lush El Yunque National RainForest for an adventurous El Yunque National RainForest Tour with Nature walk. Take a break with a picnic lunch at the serene La Coca Falls and continue to the refreshing Mount Britton Lookout Trail.
Evening. Conclude your rainforest day with a dinner at Santaella, offering modern Puerto Rican cuisine in a stylish setting. Rest and relax in preparation for the next day's aquatic adventures.
day 3

Island Hopping and Snorkeling

San Juan Itinerary - February 29

Morning. Start with a hearty breakfast at 1919 Restaurant, then head out for a full-day catamaran trip to the stunning Icacos Island (Cayo Icacos) with the From Fajardo Icacos Island Full-Day Catamaran Trip. Enjoy the sun, sand, and crystal-clear waters, and engage in snorkeling to encounter colorful marine life.
Afternoon. Return to San Juan and take a well-deserved rest at the luxurious Condado Beach. For a late lunch, indulge in the Asian-Latin fusion cuisine at Budatai.
Evening. As the night falls, experience the enchanting San Juan Bioluminescent Bay Kayak Adventure by Night. Paddle through the glowing waters and witness the magical phenomenon. Conclude with a late dinner at Oceano, known for its seafood and ocean views.
day 4

Caves and Cocktails

San Juan Itinerary - March 1

Morning. Embark on a journey to discover the natural wonders of Puerto Rico with the San Juan Arenales Cave, Charco Azul & Hidden Waterfalls. Explore the unique formations and take a refreshing dip in the pristine waters. Enjoy a packed lunch at the cave site.
Afternoon. Return to the city and visit the historic San Juan Cathedral (Catedral de San Juan Bautista). Afterward, take a leisurely walk to the nearby San Juan Bay, where you can enjoy the waterfront views and stop for a coffee at Café El Punto.
Evening. For dinner, savor the flavors of Puerto Rican home cooking at La Casita Blanca. Then, cap off the night with a relaxing Old San Juan Sunset Cruise with Drinks and Hotel Pickup, gliding along the coast with the gentle sea breeze and a cocktail in hand.
day 5

Art, Adventure, and Aviation

San Juan Itinerary - March 2

Morning. Begin with a visit to the contemporary art museum, Museo de Arte de Puerto Rico (MAPR), and enjoy a guided tour of the exhibits. For breakfast, try the local favorite dishes at Jose Enrique, known for its authentic flavors.
Afternoon. Spend your afternoon exploring the interactive exhibits at the Children's Museum (Museo del Niño) and then take an exhilarating Carolina ATV Adventure at Campo Rico Ranch with Guide through the lush countryside. Refuel with a late lunch at Pikayo, a restaurant that celebrates the flavors of the Caribbean with a modern twist.
Evening. Conclude your trip with a breathtaking Private Helicopter Tour Over The Island Of Puerto Rico. Soar above the landscapes and coastline, taking in panoramic views of the island. For your final dinner, enjoy the fusion of flavors at Mistura, and reminisce about your unforgettable Puerto Rican adventure.
Rate This Itinerary
Share trip

Explore itineraries for nearby towns in Puerto Rico

layla