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Your Old San Juan Vacation
Avoid the hassle of travel planning with an Old San Juan vacation package. With everything organized before you go, all you have to do is simply enjoy this food-lovers neighborhood's bars and pubs, dining and history. Kick off your trip to Old San Juan by visiting nearby attractions such as San Juan Gate, La Fortaleza and Catedral Basilica Menor de San Juan Bautista. No matter your travel goals or budget, booking your ideal Old San Juan vacation is easy with Expedia.
The Latest Old San Juan Vacation Packages

The Oliver Hotel
Reviewed on Aug 25, 2025

Ola Boutique Hotel
Reviewed on Sep 16, 2025


OLV Fifty Five - Adults Only
Reviewed on Aug 28, 2025

Bali Posh Hotel PR, Adults Only -Isla Verde
Reviewed on Sep 17, 2025
Where to stay in Old San Juan

Isla Verde
White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.
Old San Juan Hotel Deals

El Colonial - Adults Only
Reviewed on Sep 16, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
Reviewed on Sep 15, 2025

Hotel El Convento
Reviewed on Sep 12, 2025
Things to do in and around Old San Juan
Old San Juan is a vibrant destination perfect for outdoor enthusiasts and beach lovers. Visitors can enjoy a variety of activities, including day trips, shopping at local centers, and unique rooftop experiences. With its stunning scenery and recreational areas, Old San Juan promises unforgettable adventures and a taste of the island's rich culture. Whether exploring the historic streets or relaxing at a resort, there's something for everyone in this charming area of San Juan.
Shopping
In Old San Juan, visit Ole Curiosidades for unique souvenirs and Mercado Agricola Natural for fresh local produce. For a broader shopping experience, head to Distrito T-Mobile, a vibrant shopping center just a mile away, offering a mix of dining and entertainment options.
Recreation
In Old San Juan, enjoy cultural performances at Teatro Tapia, where romance and entertainment blend seamlessly. For a vibrant atmosphere, head to Coca-Cola Music Hall for lively concerts. If you’re looking for sports excitement, visit Hiram Bithorn Stadium for thrilling games and events.
Adventure
Experience the thrill at Yunke Zipline Adventures, where you soar through the treetops, 25 miles from Old San Juan. For scenic views, hike the Big Tree Trail, also 25 miles away. Dive into action with Water City PR's underwater sports, located 28 miles from Old San Juan.
Nightlife
Old San Juan's nightlife is vibrant and colorful. Visit La Factoría for innovative cocktails and a lively atmosphere. For salsa dancing, check out Nuyorican Café, where you can enjoy live music and dance the night away. Don't miss the stunning views from El Barrilito's rooftop bar.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
Find the best attractions in Old San Juan
Old San Juan, Puerto Rico, is an enchanting destination perfect for outdoor and beach enthusiasts. Visitors can explore historic forts, majestic gate arches, and vibrant piazzas while immersing themselves in the rich culture and scenic beauty of the area. This charming locale offers a blend of history and outdoor experiences, making it ideal for travelers seeking an unforgettable vacation. Enjoy guided tours and discover the captivating sights that Old San Juan has to offer.
- Castillo San Felipe del Morro: This iconic fortress, overlooking the Atlantic Ocean, offers a glimpse into Puerto Rico's rich military history. Explore its massive walls, historic cannons, and breathtaking views of the sea while immersing yourself in the cultural significance of this UNESCO World Heritage site.
- San Juan Gate: This historic archway, once the main entrance to Old San Juan, is a picturesque landmark that invites you to wander the cobblestone streets. Admire its architectural beauty and the vibrant colors of the surrounding area, all while soaking in the cultural essence of the city.
- Catedral Basilica Menor de San Juan Bautista: As one of the oldest cathedrals in the Americas, this stunning structure boasts impressive Gothic architecture and beautiful stained glass. Step inside to experience its serene atmosphere and rich history, making it a must-visit for culture enthusiasts.
Best time to go to Old San Juan
The best time to visit Old San Juan is dependant on what kind of holiday you are seeking. August and September are its hottest month on average. At the time of September, visitor numbers are slightly low and weather is mostly sunny. January and February are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.
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January | 76.5°F (24.7°C) | No Rain | Mostly Sunny | Average | Average |
February | 76.5°F (24.7°C) | No Rain | Mostly Sunny | Average | Slightly High |
March | 76.6°F (24.8°C) | No Rain | Mostly Sunny | Slightly High | Slightly High |
April | 78.1°F (25.6°C) | Light Rain | Mostly Sunny | Average | Average |
May | 79.7°F (26.5°C) | Light Rain | Mostly Sunny | Average | Average |
June | 81.3°F (27.4°C) | Light Rain | Mostly Sunny | Average | Average |
July | 81.9°F (27.7°C) | Light Rain | Mostly Sunny | Slightly High | Average |
August | 82.0°F (27.8°C) | Light Rain | Mostly Sunny | Slightly High | Average |
September | 82.0°F (27.8°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
October | 81.1°F (27.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
November | 79.2°F (26.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
December | 77.4°F (25.2°C) | No Rain | Mostly Sunny | Average | Slightly High |
Tips to save on your trip to Old San Juan
- Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
- Consider traveling to Old San Juan during the low season (September to November) for more affordable options.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.
Discover the most popular places to visit in Old San Juan

Castillo San Felipe del Morro
This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.

San Juan Gate
Enter San Juan through the last remaining gateway from the city’s walls and discover the military history of its atmospheric Old Town.

La Fortaleza
The official residence of the governor of Puerto Rico is a vast mansion and fortress that is open to the public on guided tours.
Things to do

Puerto Rico: UTV and Can-Am Sightseeing Tours

San Juan: Old San Juan Sunset Cruise with Drinks & Transfer

Carolina: ATV Adventure at Campo Rico Ranch with Guide
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