San Juan Vacations from $386

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Explore lively San Juan on vacation

The eclectic city of San Juan is the perfect place to get away from it all. Book San Juan vacation packages to experience its kaleidoscopic charms with ease and comfort. Wander the atmospheric streets of Old San Juan, embrace the thrills of water sports on the blue Caribbean sea, or simply spend long afternoons whiling away your cares on the beautiful golden beaches. The capital of Puerto Rico is a mesmerizing blend of present and past, where pulsating modernity meets deep tradition. Browse Expedia to find some of the best deals on San Juan, Puerto Rico flights and hotels today.

The Latest San Juan vacation packages

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Urbana Hotel
The Oliver Hotel
Las Casitas Village at El Conquistador
San Agustin Apartments
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Where to stay in San Juan

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

Discover the most popular places to visit in San Juan

What to do in San Juan

San Juan Hotel Deals

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street, San Juan
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $277 total per night from Sep 15 to Sep 16
$277 total
Sep 15 - Sep 16
Total includes taxes and fees
8.4/10 Very Good! (2,155 reviews)
"We liked the room, we had a nice ocean view. The maid came daily which was nice. We liked the free bottles of water from concierge desk. We could walk to the nice beach about a 6 minute walk. Hotel beach was closed due to excessive seaweed. Pools were nice. Hot tubs very small and not hot. Strong ..."

Reviewed on Aug 17, 2025

Caribe Hilton
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
$392 nightly
The price is $435 total per night from Sep 1 to Sep 2
$435 total
Sep 1 - Sep 2
Total includes taxes and fees
9.2/10 Wonderful! (1,527 reviews)
"So clean, the staff was the epitome of hotel service/concierge. The property itself was phenomenal. Will definitely be staying here every time I visit PR."

Reviewed on Aug 15, 2025

Condado Vanderbilt Hotel
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo, San Juan, San Juan
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $144 total per night from Aug 19 to Aug 20
$144 total
Aug 19 - Aug 20
Total includes taxes and fees
7.4/10 Good! (3,366 reviews)
"Great"

Reviewed on Aug 15, 2025

Costa Bahia Hotel Paseo Caribe
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.

San Juan Beach Vacation

There's nothing like a San Juan vacation to add a little spring in your step. The sound of rolling surf and the smell of fresh ocean air will help refresh your mind, body and soul. To be near the town center on your trip to San Juan, find a hotel around Condado Beach (just 2 miles away). If you're intending to stay for a while, browse our San Juan vacation packages. Not only will you be able to save some money, you'll also have other stunning beaches around you to explore, like Playa Ocean Park and Playa del Caribe Hilton. Now that's a win-win!

Things You Should Know About San Juan

  • If fresh sea air and strolls along the shore are your idea of a dreamy escape, why not opt for one of our San Juan beach hotels? Staying by the water is the perfect cure for life's little stresses.
  • Our apartments, like Howard Johnson Centro Cardiovascular San Juan and La Terraza de San Juan, are a hit with visitors of all sorts. Check out the amenities and get ready for your stay in San Juan!
  • San Juan has a population of roughly 418,100 people. Why not get out and mingle with a few of them? It's an excellent way to pick up a little inside intel on the place! Also look up our San Juan things to do page.
  • Don't leave without stopping by Port of San Juan, Condado Beach and Condado Beach. With the cash you save through our San Juan vacation deals, you can see more top attractions like these.

Why visit San Juan

Things to do in and around San Juan

San Juan, Puerto Rico, offers a perfect blend of beach, outdoor, and city experiences for travelers. Visitors can enjoy a variety of activities including relaxing at beautiful beaches, exploring recreational areas, and shopping at vibrant centers. Don't miss out on exciting day trips, scenic sightseeing, thrilling zipline tours, and other fun activities that make San Juan a top vacation destination.

Shopping

For a vibrant shopping experience in San Juan, visit Distrito T-Mobile for a mix of business and family vibes. Plaza las Americas offers entertainment and a family-friendly atmosphere. If you're up for a drive, check out Mercado de Rio Piedras for a taste of local culture and city life.

Recreation

Experience the vibrant atmosphere at Coca-Cola Music Hall with live performances, unwind at Luis Munoz Marin Park surrounded by nature for relaxation, and enjoy the energetic vibes at Hiram Bithorn Stadium, where you can catch exciting sports events. San Juan offers a perfect blend of wellness and recreation.

Adventure

Experience the thrill of Yunke Zipline Adventures, located 25 miles from San Juan, where you can soar through the treetops in a breathtaking zipline course. For those who love nature, hike the Big Tree Trail, also 25 miles away, offering stunning scenery and adventure. Dive into excitement at Water City PR, 29 miles from San Juan, for unforgettable underwater sports.

Nightlife

San Juan's nightlife is vibrant and diverse. Enjoy cocktails at La Factoría, a trendy bar in Old San Juan. For dancing, hit up Club Brava in the El San Juan Hotel. If you're in the mood for live music, check out Café Taberna for a lively atmosphere and local performers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in San Juan

San Juan, Puerto Rico, is an ideal destination for beach lovers and city explorers alike. With attractions like urban parks, historic forts, and picturesque squares, visitors can immerse themselves in the rich culture and family-friendly experiences. Whether you're seeking relaxation on the coast or vibrant city life, San Juan offers a captivating blend of activities for every traveler looking to enjoy Puerto Rico's unique charm.

  • Puerto Rico Convention Center: Located in the heart of San Juan, this modern facility hosts a variety of events from conferences to exhibitions. Its sleek design and business-friendly atmosphere make it a hub for professionals and visitors alike, offering a glimpse into Puerto Rico's vibrant business culture.
  • Jose Miguel Agrelot Coliseum: A premier entertainment venue in San Juan, this coliseum is perfect for families looking to enjoy concerts, sports events, and shows. Its lively atmosphere and diverse programming ensure a fun experience for all ages.
  • Castillo San Felipe del Morro: This historic fort offers a captivating journey through Puerto Rico's colonial past. With breathtaking views of the ocean and rich cultural significance, exploring El Morro is a must for history enthusiasts and casual visitors alike.

Tips to save on your trip to San Juan

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to San Juan.
  • Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to San Juan.
  • 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.

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Frequently asked questions

How much does a San Juan vacation package cost?
You'll find cheap prices from $386 on Expedia for your San Juan escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to San Juan costs.
What are the cheapest months to go to San Juan?
September, October and December are great times to search for cheap San Juan vacation packages. Traveling in quieter months means you can generally find reduced prices on accommodations and flights.
How many days is enough for San Juan?
With about 3 days, you'll have enough time to visit popular neighborhoods like Santurce and Isla Verde during your San Juan vacation. Be sure to also add Museo de Arte de Puerto Rico and Catedral Basilica Menor de San Juan Bautista to your list of must-sees. In the mood for more adventures? Consider venturing outside of San Juan on tours and day trips.
Is it worth booking a vacation package to San Juan?
San Juan is a good vacation destination with attractions like San Juan Gate among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a San Juan vacation promises fun for everyone.
How to find the best San Juan package deals?
Use Expedia's filter tool to help you find some fabulous San Juan package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for San Juan package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a San Juan vacation as a package?
You can enjoy significant savings on your San Juan break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to San Juan?
If you're considering a spur-of-the-moment San Juan vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to San Juan?

  1. Pick your dates: What you want to do in San Juan and your favorite season will help you decide when to get away.
  2. Budget wisely: In addition to the price of your accommodations, you should consider other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may arise during your trip to San Juan.
  3. Organize your San Juan escape with Expedia's trip planning tool: Search for and book stays and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to San Juan together.
  4. Determine how many days away: Start by listing all the activities and sights you'd like to experience in San Juan. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored San Juan vacation package.
  6. Add on experiences and excursions: Have a look at our dedicated travel guide to find some awesome things to do in San Juan. Book tickets or make reservations before you go to save time and skip the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later San Juan vacation packages?
Your San Juan getaway should be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.