Old San Juan Vacations from $530

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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.
Ola Boutique Hotel
Hotel Puerto Valdes
OLV Fifty Five - Adults Only
Dorado Beach 5 Bedroom Villa
VILLA JOYUDA

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
$165 nightly
The price is $179 total per night from Oct 28 to Oct 29
$179 total
Oct 28 - Oct 29
Total with taxes and fees
9/10 Wonderful! (1,196 reviews)
"I would stay here again without a doubt! We rented a car but didn’t need it during our stay in Old San Juan. Everything was within walking distance. There are plenty of dining options for all times of day just crossing the street. The hotel was very pleasant, beyond my expectations. We stayed in ..."

Reviewed on Oct 12, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
312 C. de San Francisco, San Juan, San Juan
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $126 total per night from Oct 16 to Oct 17
$126 total
Oct 16 - Oct 17
Total with taxes and fees
9.2/10 Wonderful! (1,362 reviews)
"Great location and love the welcome drink and open bar for guests. Very historic (aka old) building but worth the value. Got a deal at $48/nt. Staff are friendly."

Reviewed on Oct 11, 2025

El Colonial - Adults Only
Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
$263 nightly
The price is $286 total per night from Oct 15 to Oct 16
$286 total
Oct 15 - Oct 16
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"It was perfect. Easy to walk everywhere and cheaper to use an uber. Very safe."

Reviewed on Oct 5, 2025

Hotel El Convento
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.

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.

Discover the most popular places to visit in Old San Juan

Things to do

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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.