San Juan Vacations from $315

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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.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was $796, price is now $315 per person
$315
per person
Jan 21 - Jan 26
found 6 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,004 reviews)
Gabriella & the rest of the staff could not have been more gracious and kind. They made our stay even better. The only thing that was a little disappointing was that the pool bar wasn't open because we went in October, but if that was the only (non) issue we had we didn't . We loved it there and would highly recommend to others. 10 out of 10 stars from us.

Reviewed on Oct 31, 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $1,370, price is now $591 per person
$591
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (542 reviews)
Literally the best I’m not going anywhere but here next time I come to puerto rico

Reviewed on Nov 2, 2025

Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Price was $951, price is now $422 per person
$422
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (368 reviews)
Good. Friendly staff

Reviewed on Oct 30, 2025

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,148, price is now $562 per person
$562
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (489 reviews)
Staff was courteous. Basically had no amenities. No toilet tissue in room , tv didn't work in bedroom , no bath cloths,fire alarm kept going off. Just a very run down place.

Reviewed on Oct 28, 2025

Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Save 100% on your flight
Price was $2,193, price is now $1,149 per person
$1,149
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (290 reviews)
Loved the hospitality. Every detail was addressed. They even upgraded the room for our stay due to some renovations they were doing 10/10 will book again.

Reviewed on Oct 27, 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

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
Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

$68
per adult
76% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

$180
per adult
90% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
See all activities in San Juan

San Juan Hotel Deals

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado, San Juan
Fully refundableReserve now, pay when you stay
$269 nightly
The price is $364 total per night from Nov 17 to Nov 18
$364 total
Nov 17 - Nov 18
Total with taxes and fees
9/10 Wonderful! (2,186 reviews)
It was an awesome stay hotel was very accommodating upon arrival to check out!!! I will be back soon

Reviewed on Oct 30, 2025

La Concha Resort, Puerto Rico, Autograph Collection
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
$339 nightly
The price is $452 total per night from Nov 16 to Nov 17
$452 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (1,628 reviews)
Great service , clean rooms, comfortable room and bed, great food.

Reviewed on Nov 1, 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
$121 nightly
The price is $132 total per night from Nov 30 to Dec 1
$132 total
Nov 30 - Dec 1
Total with taxes and fees
7.4/10 Good! (3,574 reviews)
We absolutely love this hotel! Great location if you don’t want to stay in Old San Juan - literally down the street. What I didn’t like is that our original room had dead knats on the lamp shades and what looked like soap scum around the faucet handles on the sink not even in the bathtub plus trying ...

Reviewed on Oct 29, 2025

Costa Bahia Hotel Paseo Caribe
See all 2,848 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

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.  

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. 

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. 

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.  

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Frequently asked questions

How much does a San Juan vacation package cost?
You'll find cheap prices from $315 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.

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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.