San Juan Vacations

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Find the Best San Juan Vacation Packages

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 3 kilometers 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.

San Juan Hotel Deals

The Condado Plaza Hotel

The Condado Plaza Hotel

999 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
NT$4,952
NT$6,617 total
Sep 13 - Sep 14
includes taxes & fees
The Condado Plaza Hotel
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
NT$8,372
NT$11,598 total
Sep 7 - Sep 8
includes taxes & fees
La Concha Resort, Puerto Rico, Autograph Collection
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
NT$9,554
NT$12,726 total
Aug 30 - Aug 31
includes taxes & fees
Condado Vanderbilt Hotel
See all 2,992 properties in San Juan
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.

Stay near popular San Juan attractions

A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

Condado Beach

9.0/10 (15,686 reviews)
Condado Beach blends urban energy with golden sands along San Juan's upscale district. Enjoy paddleboarding in the morning, then explore nearby Ashford Avenue's fine dining and boutique shopping.
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San Juan, Puerto Rico Sunrise Drone Aerial

Distrito T-Mobile

9.6/10 (294 reviews)
San Juan's premier entertainment complex blends high-tech experiences with vibrant Puerto Rican culture. Enjoy the immersive digital displays before savoring local cuisine at the open-air Popular Plaza.
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A tropical beach with clear turquoise water, palm trees, and a few people swimming.

Escambron Beach

9.0/10 (3,721 reviews)
Escambrón Beach boasts Blue Flag certification with crystal-clear waters perfect for spotting sea turtles. Arrive early for shade and bring snorkeling gear to explore the vibrant marine life.
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A stone structure with a dome and a statue on a waterfront at night.

Plaza las Americas

9.0/10 (5,422 reviews)
The Caribbean's largest shopping center houses over 300 stores and a 15-screen cinema. Explore unique Puerto Rican art exhibits between browsing international brands and dining at upscale restaurants.
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Puerto Rico Convention Center

8.8/10 (5,374 reviews)
The Caribbean's largest convention center boasts modern architecture and state-of-the-art amenities in vibrant San Juan. Check their calendar for exciting events, or enjoy surrounding cultural attractions.
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Casino del Mar at La Concha Resort

8.6/10 (5,188 reviews)
Why not try your luck with a visit to Casino del Mar at La Concha Resort where you can enjoy the games and entertainment of this top casino in San Juan? Stroll along the seaside in this vibrant area, or check out its top-notch restaurants.
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Jose Miguel Agrelot Coliseum

8.8/10 (1,841 reviews)
El Choli hosts world-class concerts and sporting events for up to 18,500 spectators. Experience state-of-the-art sound and lighting in this versatile venue that anchors San Juan's entertainment scene.
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Sheraton Casino

8.6/10 (1,542 reviews)
This modern resort houses San Juan's largest casino with 400+ slot machines and 16 table games. Enjoy the rooftop infinity pool with panoramic bay views after an evening of gaming excitement.
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Frequently asked questions

How much does a San Juan vacation package cost?
You'll find cheap prices 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?
If you're looking to book a cheap San Juan vacation package, consider visiting in September, October and November. You'll typically find better prices on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for San Juan?
We suggest planning a San Juan vacation for around 3 days. This will give you enough time to check off major attractions such as Catedral Basilica Menor de San Juan Bautista and Playa Ocean Park, as well as explore neighborhoods like Santurce and Isla Verde. You could even squeeze in a day trip (or two) beyond San Juan.
Is it worth booking a vacation package to San Juan?
San Juan has everything you need for an amazing getaway. Get your San Juan vacation off to a flying start by checking out popular attractions like Condado Beach.
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 travel dates: The things you want to do in San Juan and your favorite season will help you decide when to get away.
  2. Plan your budget wisely: As well as the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to San Juan.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to experience in San Juan. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, lock in the right San Juan vacation package for you.

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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.