When winter chills take over most of North America and Europe, it’s time to dream of sunnier destinations. One of the best options? The beautiful island of Puerto Rico. The US state offers everything from Spanish influenced buildings to Afro-Caribbean heritage influenced culture including food. If you have just five days to stay in the state’s capital San Juan, what will you do? Here are 10 fun things you can do in Puerto Rican capital San Juan.
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A Little About Puerto Rico
Puerto Rico is an unincorporated territory of the United States, where both Spanish and English are official languages (though Spanish dominates).
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Puerto Rico has a distinctly Caribbean vibe, blending tropical charm with rich history and culture influenced by its Spanish colonial past and the Afro-Caribbean heritage.
The old fortresses like El Morro and San Cristóbal, along with San Juan’s cobblestone streets, trace back to the Spanish Empire, which fortified the island in the 16th century to protect its strategic position in the New World.
With its rich culture, natural beauty, and variety of activities, it’s an ideal destination for midlifers looking for a balance of relaxation and adventure.
Here are the ten activities.
Adventures
Looking for an adrenaline boost with minimal effort? Puerto Rico has you covered.
1. Exploring El Yunque: Natural Waterslides & Rainforest Trails
El Yunque National Forest is the only tropical rainforest in the U.S. This moderate hike takes you through lush greenery to natural waterslides, rope swings, and cliff-jumping spots (weather permitting).

Tips: Wear sturdy, waterproof shoes and a swimsuit as trails can turn muddy after rain.
Options: Choose from self-guided, half-day, or full-day tours with transportation included.
Why It’s Great for Midlifers: Moderate difficulty ensures you’ll break a sweat without overexertion.
I went on a half-day tour and had a great time. The hike became exciting and challenging because rain had made some parts of the trail muddy.

2. Condado Lagoon Glass-Bottom Kayak Tour
Paddle through the serene Condado Lagoon in a glass-bottom kayak for stunning views of vibrant marine life.
Evening Tours: Witness bioluminescence for a magical touch.

Stand-Up Paddleboarding (SUP): An alternative for those seeking a more dynamic adventure.
Highlights: Calm waters make it beginner-friendly, and you might spot manatees or colorful fish!
I went for a morning kayaking tour and it gave me an idea of the shoreline and the wildlife of the lagoon.
3. Guided Snorkeling Adventure
Discover coral reefs teeming with tropical fish, sea turtles, and marine wonders near Escambrón Beach.
Why It’s a Must-Try: Calm waters and excellent visibility make it perfect for beginners and seasoned snorkelers alike.

Pro Tip: Most tours include all necessary gear and a safety briefing, so all you need to bring is your curiosity.
I am not an expert swimmer so wore a life jacket but it was one of the best snorkeling tours I have ever had.
Food & Dining
Puerto Rico is a foodie’s dream, offering a fusion of flavors and culinary traditions.
4. Savor Local Dishes
Treat your taste buds to iconic Puerto Rican dishes like:
- Mofongo: Fried plantains mashed with garlic and pork cracklings.
- Tostones: Crispy, twice-fried plantains.
- Lechón: Roasted pork.
- Pastelón: Plantain lasagna.
- Arepas de Coco: Coconut fritters.






Where to Eat: Old San Juan, Condado, or the T-Mobile District are areas where you can find excellent food options.
Food Tours: Great for sampling a variety of dishes with expert guidance.
I enjoyed as much local food as possible.
5. Sip a Piña Colada
Did you know Puerto Rico is the birthplace of the piña colada?
History: Two famous locations—Caribe Hilton and Barrachina Restaurant—claim to have invented this classic cocktail.

What to Do: Try it at both places and decide for yourself!
6. Bacardi Rum Tasting Tour
Step into “The Cathedral of Rum” at the Bacardi Distillery, the world’s largest rum distillery.
Tours: Opt for a legacy tour to learn about the rum-making process, or enjoy a rum-tasting session to challenge your palate.

Don’t Miss: The gift shop, where you can buy exclusive blends to take home.
I went for the rum tasting tour and would do it again, though I would learn more about tasting before venturing out.
Leisure Activities
For laid-back explorers, these activities offer relaxation and cultural enrichment.
7. Old San Juan Walking Tour
Explore 500 years of history in this charming neighborhood.
Highlights:
- Cobblestone streets lined with colorful colonial buildings.
- Iconic landmarks like El Morro and San Cristóbal forts.
- Cozy plazas and historic churches.



Pro Tips: Wear comfortable shoes and bring a camera for those picture-perfect moments.
8. T-Mobile District
This modern entertainment hub is a must-visit for dining, nightlife, and live performances.
What to Expect: Interactive light shows, al fresco dining, and pedestrian-friendly pathways.

Why It’s Special: A lively yet relaxed atmosphere suitable for all energy levels.
I stayed next to the hub during a weekend and it was so lively and fantastic.
9. Beach Strolls
San Juan boasts beautiful beaches for every mood.

- Condado Beach: Perfect for sunbathing and people-watching.
- Escambrón Beach: Great for snorkeling with calm waters.
- Ocean Park Beach: Ideal for kite surfing and paddleboarding.
Insider Tip: Piñones Boardwalk offers a beachside walk with delicious street food options along the way.
10. Even More Walking
San Juan offers a mix of natural and urban trails. Stroll through Old San Juan’s cobblestone streets to admire colorful colonial buildings and iconic landmarks. For nature lovers, the Paseo del Morro Trail provides breathtaking views of the ocean and San Juan Bay.

Or walk around in the Condado area, enjoying the bustle of the vibrant dining area.
Extra Activity
Shopping in San Juan
I didn’t do any shopping while in Puerto Rico, but here is for those who love shopping because whether you’re hunting for souvenirs or high-end goods, San Juan has something for everyone.
Artisan Crafts: Wander through Old San Juan for jewelry and handmade treasures.
Plaza Las Américas: The largest shopping mall in the Caribbean, featuring global retailers and local brands.
The Mall of San Juan: Luxury shopping with brands like Gucci and Louis Vuitton.
So, that’s the Ten Fun Things You Can Do In Puerto Rican Capital San Juan.
Enjoy San Juan!