Puerto Rico Travel Guide: Your Ultimate San Juan Adventure

Puerto Rico Travel Guide: Your Ultimate San Juan Adventure

Puerto Rico, a captivating island in the Caribbean, has consistently ranked high on my list of favorite warm-weather destinations. Having had the pleasure of visiting in both 2022 and 2024, my affection for Puerto Rico and the vibrant charm of San Juan has only deepened. As the capital and largest city, San Juan offers an incredible blend of history, culture, and natural beauty. A significant perk for US travelers? Puerto Rico is a US territory, meaning no passport is required for American citizens, and you can say goodbye to time changes if you’re traveling from the East Coast!

Building upon my previous San Juan Travel Guide from my 2022 trip, I’m thrilled to present an updated and expanded guide incorporating the best experiences and recommendations from both my 2022 and 2024 adventures. Get ready to discover why San Juan, Puerto Rico should be your next travel destination!

Discovering San Juan: A Blend of History and Modern Charm

San Juan, Puerto Rico’s bustling capital, is home to over 300,000 residents and offers a fascinating mix of old-world charm and modern city life. It’s globally recognized for Old San Juan, a UNESCO World Heritage site, captivating visitors with its historic allure and vibrant, colorful architecture. However, Old San Juan is just a piece of the city’s diverse landscape. Modern neighborhoods sprawl throughout San Juan, creating a large and varied urban experience. While my trips have centered around the San Juan area, future visits to Puerto Rico will definitely include exploring more of the island’s diverse regions.

Like many major cities, San Juan presents a spectrum of environments. While some areas reflect socioeconomic challenges, numerous neighborhoods are exceptionally safe and welcoming. During my explorations of Old San Juan, Condado, and Miramar, and even during a visit to the CASA Bacardi distillery in another part of the city, I consistently felt secure and at ease.

Stepping into San Juan feels like entering a different country altogether. In fact, it felt more culturally distinct to me than some European destinations I’ve visited! Many locals have limited English proficiency, and Spanish is the primary language evident in all signage, from street names to business listings. The unique architecture and lush tropical flora further contribute to a distinctly foreign ambiance, making San Juan feel like a truly exotic escape, despite its US territory status.


Exploring the colorful streets of Old San Juan, Puerto Rico.

Planning Your Trip to Puerto Rico

Hassle-Free Travel: No Passport Required for US Citizens

One of the most appealing aspects of planning a trip to Puerto Rico is the ease of travel, especially for US citizens. As a US territory, Puerto Rico welcomes American visitors without the need for a passport! This convenience, combined with no currency exchange, no international cell phone charges, and no time change from the East Coast, makes it incredibly simple to plan a getaway.

The primary airport serving Puerto Rico is located in San Juan (Luis Muñoz Marín International Airport – SJU), offering direct flights from most major US airports. Excitingly, direct flights to San Juan are now available from Norfolk Airport in Virginia, near my home! While these weren’t an option for my previous trips, making layovers necessary, the increased accessibility is a significant plus for travelers.

Getting Around: Transportation Options in San Juan

During my visits to San Juan, Uber has been my go-to mode of transportation. It’s generally an affordable way to navigate the city. However, it’s worth noting a change in Uber availability. While wait times were minimal during my 2022 trip, my more recent visit in 2024 revealed longer wait times on certain days. This might be due to fewer drivers, increased demand, or a combination of both. Planning for potential delays when using ride-sharing services is advisable.

If you prefer more independence and plan to explore beyond San Juan, renting a car in Puerto Rico is a straightforward option. This provides the flexibility to discover the island at your own pace and venture to more remote locations.


Enjoying the ease of transportation with Uber in San Juan, Puerto Rico.

Where to Stay in San Juan: Hotel Recommendations

During my San Juan travels, I’ve had delightful stays at two notable resorts: The Caribe Hilton and La Concha Renaissance. Both are excellent choices, and I happily recommend either for your Puerto Rico vacation. It’s important to note that all-inclusive resorts, common in other Caribbean destinations like Mexico, are not typical in Puerto Rico due to its US status.

If I were pressed to choose a favorite between the two, The Caribe Hilton might just edge out La Concha. My first trip to Puerto Rico was made truly magical by this resort, and I was particularly captivated by its stunning pool area. However, La Concha Renaissance is undoubtedly a fantastic resort in its own right. Here’s a breakdown of the pros and cons of each to help you decide:

The Caribe Hilton:

  • Pros: Spectacular pool and pool bar, complimentary daily resort activities for guests, generously sized rooms, a variety of on-site dining options, a secluded yet central location, a luxurious spa (at an additional cost), and the historical significance of being the birthplace of the Piña Colada!
  • Cons: Smaller beach area and a need to walk or drive to reach off-site restaurants.

La Concha Renaissance:

  • Pros: Located directly on a long stretch of public beach, within walking distance of numerous bars and restaurants in the Condado neighborhood, rooms offering beautiful beach views, and delicious nachos at the hotel lobby bar.
  • Cons: The presence of a public casino attracts non-guests to the hotel, the pool area is more spread out, and fewer complimentary resort activities are offered.
The inviting and spacious pool at the Caribe Hilton resort in Puerto Rico.
Comfortable and well-appointed guest room at The Caribe Hilton, San Juan.
Panoramic view of the stunning pool complex at La Concha Renaissance San Juan.
The beachfront facade of La Concha Renaissance Hotel as seen from Condado Beach.

Savoring San Juan: Must-Try Food and Restaurants

San Juan is a culinary paradise, boasting a diverse and delicious food scene. Puerto Rican cuisine is a delightful fusion of Caribbean flavors with unique local dishes that are a must-try. Mofongo, a dish made of mashed plantains, is arguably the most iconic Puerto Rican culinary experience. Having explored numerous restaurants in both Old San Juan and Condado, I’ve refined my list to share my absolute favorite dining experiences from my two trips.

  • Señor Paleta (153 Calle de Tetuan, San Juan): This delightful gelato ice pop shop is a must-visit, so good that I returned on both of my Puerto Rico trips! The customizable frozen treats are incredibly delicious and offer a perfect refreshment while exploring Old San Juan. My personal favorite, pictured below, was a gelato pop with chocolate drizzle and almonds – a perfect sweet escape.

  • La Verguenza (Locations in Old San Juan and Condado): Another repeat favorite from both trips, La Verguenza offers a casual and inviting atmosphere with a fantastic selection of drinks and Puerto Rican dishes. It has a Caribbean sports bar vibe, ideal for a relaxed meal after a day of travel. Their coconut mojito is a standout drink, and I highly recommend their flavorful fried pork dish, which I enjoyed on both visits. The Old San Juan location is particularly scenic, though both locations offer the same excellent menu.

  • El Viejo Almacen (251C Calle de Cristo, San Juan): For a more upscale dining experience, El Viejo Almacen in Old San Juan is a phenomenal Argentinian restaurant with a wonderful ambiance. It was the perfect setting for a special birthday dinner during my recent trip. The cheese and ham pasta dish was exceptional, and the appetizers were equally impressive. This is an excellent choice for a romantic evening or a celebratory meal.

  • Christianson (1131 Ashford Ave, San Juan): This uniquely decorated bar and restaurant in Condado is visually stunning, with flowers adorning the ceiling and walls of the bar area. While we only sampled cocktails here, they were phenomenal! I highly recommend stopping by for drinks and hope to return for a full meal on a future visit.

  • Tayzan (1157 Ashford Ave, San Juan): If you’re looking for a break from Caribbean cuisine, Tayzan is a fantastic sit-down Chinese and Japanese restaurant in Condado. The portions are generous, and the food is delicious. It inspired a craving for good sit-down Chinese food back home!

  • Tavola (1131 Ashford Ave Suite 3, San Juan): Located in Condado, Tavola is a unique Italian restaurant with a hidden speakeasy dining area. Dining in the speakeasy was a memorable experience. They offer a variety of Italian favorites with generous portions.

Refreshing and flavorful drinks at La Verguenza in San Juan, Puerto Rico.
A delicious and authentic Puerto Rican meal enjoyed at La Verguenza restaurant.
Savoring a classic Piña Colada at The Caribe Hilton, the birthplace of this iconic drink.
The unique and intimate speakeasy dining experience at Tavola Italian restaurant.
Delightful and refreshing gelato pops from Señor Paleta, perfect for a warm day.

Experiencing San Juan: Top Things to Do

San Juan offers a wealth of activities and attractions, ensuring there’s something for every traveler. From historical explorations to natural wonders, here are my top recommendations for things to do in San Juan:

  • Wander the Colorful Streets of Old San Juan: Old San Juan is a visual feast of history and vibrant architecture, painted in a spectrum of colors. Simply strolling through its streets is a joy, allowing you to soak in the atmosphere and admire the buildings. You’ll also find charming souvenir shops and outdoor markets adding to the experience.


Charming colorful colonial architecture in Old San Juan, Puerto Rico.

  • Calle de la Fortaleza: This iconic street, leading to La Fortaleza (the Governor’s Palace), is instantly recognizable from Instagram photos. Adorned with vibrant decorations overhead, it’s a must-see in Old San Juan. While direct street access has been restricted recently, it’s still a fantastic photo opportunity from nearby vantage points.


Iconic Calle de la Fortaleza in Old San Juan, adorned with colorful decorations.

  • San Juan National Historic Site: Delve into over 500 years of history at this fascinating site managed by the US National Park Service. Explore the grounds for free, or pay a small fee to enter the historic forts and learn about their rich past.


Exploring the historic fortifications of San Juan National Historic Site.

  • Spot the Cats of Old San Juan: Keep an eye out for the charming street cats that roam Old San Juan. While more prevalent on my first trip, these friendly felines are a delightful sight to encounter.


Adorable street cats adding to the charm of Old San Juan.

  • Beaches of San Juan: As a coastal city, San Juan invites you to spend time by the ocean. While the water may appear darker than in other Caribbean areas, the beaches are still beautiful. Condado Beach is a popular public beach known for its long stretch of sand. Be mindful of riptides, which are common in the area, and avoid swimming too far out.


Relaxing on the sandy beaches of Condado in San Juan.

  • Guided Excursion to El Yunque Rainforest: Just a short drive from San Juan lies the stunning El Yunque National Forest. Managed by the US Forest Service, El Yunque offers a lush rainforest experience. Numerous tour companies provide guided day trips, catering to various adventure levels. I recommend choosing a tour that aligns with your physical preferences. My tour included a moderate hike, a visit to a swimming hole with optional cliff jumping, a waterfall view, and a scenic mountain lookout. A day trip to El Yunque is a fantastic way to escape the city and immerse yourself in Puerto Rico’s natural beauty.


Exploring the lush trails and natural beauty of El Yunque National Rainforest near San Juan.

  • Tour the CASA Bacardi Rum Distillery: Located in San Juan, the CASA Bacardi distillery is the largest rum distillery globally and offers public tours. Learn about the history of this iconic rum brand, witness the production process, and enjoy a complimentary Bacardi cocktail as part of your tour experience.


Exploring the world-renowned CASA Bacardi Rum Distillery in San Juan.

  • MADMi Museum: This intimate art museum showcases modern works by Puerto Rican artists within a beautiful building. It’s a great option for art enthusiasts seeking cultural experiences.


The architecturally stunning MADMi Museum in San Juan.

Other suggestions for your Puerto Rico itinerary:

  • Plaza Las Americas Mall: If you encounter a rainy day, Plaza Las Americas is a large, well-maintained indoor mall with a variety of stores, including American, European, and local brands.

  • Night Kayak in Bioluminescent Bays: Puerto Rico is home to several bioluminescent bays, a rare natural phenomenon. Guided night kayaking tours offer an unforgettable experience of witnessing this magical display.


Experience the magic of night kayaking in Puerto Rico’s bioluminescent bays.

I wholeheartedly recommend San Juan, Puerto Rico, for an exceptional Caribbean vacation. This city, rich in history and beauty, has surpassed my expectations on both visits. I eagerly anticipate returning to Puerto Rico in the years to come. If you have your own San Juan recommendations, I’d love to hear them in the comments below!

Here’s a helpful Google Map with all the mentioned locations for easy planning: [Google Map Link]

God Bless,

xoxo Annaliese

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