San Juan Vacations from $362

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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.
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (285 reviews)
The staff was wonderful. There was a place across the street to have delicious empanadillas and a bakery down the road for breakfast. The room was small but clean and just what we needed for one night to explore Viejo San Juan. There is a club right next door so if noise bothers you keep that in mind but it didn’t bother us.

Reviewed on Jul 12, 2025

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (347 reviews)
We needed to clean the stove too, repair the coffee pot and unclog the side sink that was clogged with sand.

Reviewed on Jul 8, 2025

El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Old San Juan
Save 100% on your flight
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (1,229 reviews)
We enjoyed our stay at El Colonial. Great location. Very clean. The balcony and the street view was definitely worth it!! We could see El Morro from our apartment. If you can get past the 4 flights and no stairs, it’s a lovely hotel. We’ll be coming back!

Reviewed on Jul 12, 2025

Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 22
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (1,009 reviews)
The property was nice and scenic. Photo ops with the beautiful mosaics. Pool was refreshing after a day in the sun. A lot of steps to walk. I have arthritis in my knees, so it was a concern. Overall, I would come and stay again.

Reviewed on Jun 26, 2025

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Isla Verde
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.4/10 Very Good! (1,757 reviews)
Would recommend this property. 5 stars. Excellent service, cleanliness and a cat petting zoo! Our last trip to PR we had an awful experience at another hotel. We will certainly be back again.

Reviewed on Jul 12, 2025

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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
San Juan

Old San Juan

4.5/5(354 area reviews)

The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Pier 4 might round out your trip.

Find hotels in Old San Juan

Discover the most popular places to visit in San Juan

San Juan Antiguo showing general coastal views and a coastal town

Port of San Juan

4.5/5(2,281 reviews)

Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.

Port of San Juan
Luquillo Beach featuring a beach

Luquillo Beach

4.5/5(1,031 reviews)

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
Condado Beach featuring kayaking or canoeing, a sandy beach and tropical scenes

Condado Beach

4.5/5(1,500 reviews)

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Condado Beach

What to do in San Juan

Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

$68
per adult
80% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

$75
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

$45
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
See all activities in San Juan

San Juan Hotel Deals

The Condado Plaza Hotel
The Condado Plaza Hotel
4 out of 5
999 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $223 total per night from Aug 5 to Aug 6
$223 total
Aug 5 - Aug 6
Total includes taxes and fees
7.8/10 Good! (1,399 reviews)
"I like everything but think the breakfast charge is @ Little crazy"

Reviewed on Jul 12, 2025

The Condado Plaza Hotel
Caribe Hilton
Caribe Hilton
4.5 out of 5
1 San Geronimo Street, San Juan
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $264 total per night from Jul 20 to Jul 21
$264 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (1,981 reviews)
"We enjoyed the property. We didn't like it wasn't any hot water"

Reviewed on Jul 10, 2025

Caribe Hilton
San Juan Marriott Resort and Stellaris Casino
San Juan Marriott Resort and Stellaris Casino
4.5 out of 5
1309 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
$370 nightly
The price is $411 total per night from Aug 11 to Aug 12
$411 total
Aug 11 - Aug 12
Total includes taxes and fees
9/10 Wonderful! (1,280 reviews)
"Second time"

Reviewed on Jul 11, 2025

San Juan Marriott Resort and Stellaris Casino
See all 2,443 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.

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 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.

San Juan Essential Information

Language
Spanish
Currency
U.S dollars
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Luis Munoz Marin Intl. Airport (SJU)
Population
418,100
Top Sights
Condado Beach, Carolina Beach and Dorado Beach

Why visit San Juan

Sun, sea, and sand  
San Juan vacations are the perfect option for a beach getaway. Vivid blue oceans and golden sands are just waiting to be explored. Book San Juan resort packages for the ultimate getaway. 

Atmospheric island surroundings  
The city enjoys a magnificent setting for those who love the great outdoors. San Juan makes the perfect base for exploring Puerto Rico's peerless natural landscape: from bioluminescent bays and beautiful beaches to the wonders of El Yunque National Forest. 

A city of living history  
Trips to San Juan, Puerto Rico are an opportunity to immerse yourself in the island's fascinating story. The city celebrated the 500th anniversary of Old San Juan's foundation in 2022. Learn more about what's shaped this place and its people—from its colonization by Spain to the present day.  

Moments of luxury  
San Jose del Cabo is a place where you can indulge in the finest comforts in resorts and hotels where your wellness and contentment are top of the agenda.  

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Frequently asked questions

How much does a San Juan vacation package cost?
You'll find cheap prices from $362 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.