Old San Juan Vacations from $336

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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

Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn
Ola Boutique Hotel
Urbana Hotel
San Agustin Apartments
Hotel Puerto Valdes

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.5°F (24.7°C)No RainMostly SunnyAverageAverage
February76.5°F (24.7°C)No RainMostly SunnyAverageSlightly High
March76.6°F (24.8°C)No RainMostly SunnySlightly HighSlightly High
April78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
May79.7°F (26.5°C)Light RainMostly SunnyAverageAverage
June81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
July81.9°F (27.7°C)Light RainMostly SunnySlightly HighAverage
August82.0°F (27.8°C)Light RainMostly SunnySlightly HighAverage
September82.0°F (27.8°C)Light RainMostly SunnySlightly LowSlightly Low
October81.1°F (27.3°C)Light RainMostly SunnySlightly LowSlightly Low
November79.2°F (26.2°C)Light RainMostly SunnySlightly LowSlightly Low
December77.4°F (25.2°C)No RainMostly SunnyAverageSlightly 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.

Where to stay in Old San Juan

Find the best Old San Juan areas and neighborhoods for the activities you enjoy most. Learn more about Old San Juan

Old San Juan Hotel Deals

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $207 total per night from Nov 20 to Nov 21
$207 total
Nov 20 - Nov 21
Total with taxes and fees
9/10 Wonderful! (1,239 reviews)
Basic hotel in great location with amazing staff!

Reviewed on Oct 31, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
CasaBlanca Hotel

CasaBlanca Hotel

3.5 out of 5
316 Calle Fortaleza, San Juan
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $106 total per night from Nov 25 to Nov 26
$106 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (1,448 reviews)
Room was clean, air conditioned. I wish I was in a room w a better window view but tbh I loved my room. My only complaint was that the toilet paper handle and towel handle by the mirror were loose & I was scared to hang anything on it. I’m not a docking a star for that bc tbh it’s not a huge deal ...

Reviewed on Nov 5, 2025

CasaBlanca Hotel
Armas Hotel

Armas Hotel

2 out of 5
202 C. San José, San Juan, San Juan
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $184 total per night from Nov 17 to Nov 18
$184 total
Nov 17 - Nov 18
Total with taxes and fees
9/10 Wonderful! (331 reviews)
The front desk staff was friendly and helpful. Our room was clean, but a bit smaller than we were expecting. We had no hot water at all for our morning showers. That was a big miss.

Reviewed on Nov 3, 2025

Armas Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.