Cultural Weekend Itinerary in San JuanExplore all there is to do in this vibrant capital city––from water adventures to sipping the famous Bacardi rum at the factory. I hit up the best eats and the most fun spots for a weekend full of fun and excitement in this city that blends history and modern entertainment!AuthorsCarissamonyce
DestinationsPuerto RicoItinerary

Day 1

DISTRITO T-Mobile
If you’re wanting to grab some amazing food and catch a vibe, definitely check out this place! Distrito offers a variety of restaurants, my favorite being Sazon, which serves traditional Puerto Rican dishes 🍽️
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San Cristóbal Castle
If you want to step back in time, visit Castillo San Cristóbal, a towering fortress that once protected San Juan from invaders. With its impressive stone walls and panoramic views of the Caribbean, it’s a true testament to the island’s rich history and military legacy. I highly recommend spending time exploring and then grabbing an ice cream 🍦 from one of the local vendors, finding a nice place to sit on the grass and people watching. 🕶️
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Castillo San Felipe del Morro
Thi UNESCO World Heritage site offers a glimpse into Puerto Rico’s strategic past. A must-visit for history buffs or adventure seekers! This is also just a short walk from “Castillo San Cristóbal.”
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Mar y Rosa
Had an amazing time at Mar y Rosa, the rooftop spot in San Juan with amazing views of the Caribbean and the city. The food was fresh, flavorful, and the vibe was perfect for a chill night out. Definitely a must if you’re looking to enjoy some great bites with a killer sunset.
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Day 2

Beach Snorkel Culebra//Snorkel with Turtles in Culebra Island
This is the perfect Day tour and a “Must Do” when visiting Puerto Rico. I honestly felt like I was diving into a living postcard. 🌊 You can expect to have a delicious lunch and soft drinks during the tour. This tour will definitely make your trip to Puerto Rico 🇵🇷 memorable. Don’t forget your sunscreen 🧴 & Sunglasses 🕶️
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Comedor
For an elegant dinner, definitely check out Comedor. It’s an upscale restaurant that offers an array of dishes. I highly recommend the expresso martini & pork chop. 🫶🏾
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JungleBird
I Spent the evening at Jungle Bird, a hidden gem in Puerto Rico where the drinks were as vibrant as the tropical setting. 🍹 The vibe was relaxed, with colorful cocktails, and jungle-inspired décor, it was the perfect spot to unwind and soak in the island’s laid-back atmosphere. This is definitely a must-visit for anyone looking for great drinks and a unique experience! 🍍🦩
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Day 3

Mercado La Carreta
Here’s another great breakfast option to checked out. Mercado La Carreta in San Juan, is a hidden gem! This vibrant restaurant is serves authentic Puerto Rican breakfast dishes and is the perfect spot to get a taste of the island’s culture.🇵🇷
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Café Cuatro Sombras
I stopped by the Café Cuatro Sombras, where the coffee was rich and bold! This delicious option for breakfast did not disappoint. I highly recommend trying their Mallorca sandwich, and make sure to sit by the window for a nice view.
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Casa BACARDÍ
Checked out Casa Bacardi in San Juan and had a blast learning about the rum-making process (and of course, tasting some too!). The entire place has such a cool vibe. I highly recommend doing the mixology class to learn how to make two of Thor signature cocktails. This is definitely a fun spot if you’re into rum or just looking for a good time in Puerto Rico.
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Casa Blanca
If you have some leisure time and want to check out some museums, definitely explore “Casa Blanca “Museum, the former home of Ponce de León’s family. The historic house is full of charm, with beautiful colonial architecture, lush gardens, and a glimpse into Puerto Rico’s past. It’s the perfect spot to dive into the island’s history while enjoying some peace and quiet away from the hustle of the city. 🎨🖼️
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Museo de Arte de Puerto Rico
This is another amazing museum to visit. Here, you can find anything from contemporary works to classic masterpieces, the museum offers a stunning collection that reflects the island’s history, identity, and creativity. Definitely a must-visit for anyone looking to explore Puerto Rico through its art! 🎭🎨🖌️
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Sazón Cocina Criolla DTMO
I had an unforgettable meal at Sazon Cocina Criolla in San Juan! This spot serves up authentic Puerto Rican flavors with a modern twist. If you’re craving a true taste of Puerto Rico, this place is a must-try. 🍽️
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Day 4

OCHOCIELOS
Started my day right at Ochocielos in San Juan! This breakfast spot has it all, from tasty French Toast with fresh tropical fruit to perfectly brewed coffee. Every bite feels like a taste of paradise. The laid-back vibe and beautiful views make it the perfect place to kick back and enjoy a delicious start to your day.
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Laguna Del Condado San Juan Paddleboarding
I tried paddle boarding in San Juan, and it was an absolute blast! The calm, crystal-clear waters make it the perfect spot to glide along the coastline while taking in the beautiful views of the city and the Caribbean. This activity was super beginner friendly, even if you can’t swim, the company provides you with a life jacket and anything else to make your experience comfortable.🚣🏾‍♂️🏊🏽‍♀️
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