San Juan Vacations from $591

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Your San Juan Vacation

When a fun city getaway is calling, answer it with a vacation package to San Juan. The neighborhood of Amón, which is great for cafes, nightlife and bars and pubs, makes an excellent base for your adventures. If sightseeing is on the to-do list during your trip to San Juan, swing by well-known attractions like National Museum of Costa Rica, National Theater and National Park. Check out Expedia's extensive range of travel options and start planning your ideal vacation to San Juan today.

The Latest San Juan vacation packages

Price found within the past 48 hours. Click for updated prices.
Ronny's Flat Manuel Antonio

Ronny's Flat Manuel Antonio

3 out of 5
Manuel Antonio
Price was $1,134, price is now $591 per person
$591
per person
Apr 9 - Apr 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (9 reviews)
The staff were great. Depending on what you’re looking for the location is great. Only three units(converted seacans) and a patio for guests on top. The restaurant is fairly busy in the evenings but other than that it’s peaceful af. Great sunset views nightly. Parrots,hummingbirds. Great breakfast.

Reviewed on Mar 2, 2026

Volcano Lodge Hotel & Thermal Experience

Volcano Lodge Hotel & Thermal Experience

4 out of 5
Save 100% on your flight
Price was $1,415, price is now $740 per person
$740
per person
May 7 - May 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (1,001 reviews)
We love the huge public space, many amenities and very nice garden environments.

Reviewed on Mar 3, 2026

The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was $2,780, price is now $1,468 per person
$1,468
per person
Apr 24 - Apr 28
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (1,002 reviews)
Everything was amazing!

Reviewed on Mar 1, 2026

Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco

Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco

4 out of 5
Save 100% on your flight
Price was $1,420, price is now $766 per person
$766
per person
May 12 - May 17
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
8.2/10 Very Good! (102 reviews)
The property was nice for a large family to stay. It fit our entire family which was nice but it’s not shiny new. Road noise at night is obnoxious but we were near the front. The photos make it look perfect but it’s not. The area around is kinda sketchy but it is Jaco Beach. The hotel is walking distance to the beach and the main strip. The staff was the best part of the property. They were super friendly and the activities director was amazing. I would stay at this property again given the cost we paid vs other name brand hotels / properties. Overall I enjoyed our stay but it was because of the people that worked there.

Reviewed on Dec 1, 2025

Si Como No Resort, Spa and Wildlife Refuge

Si Como No Resort, Spa and Wildlife Refuge

3.5 out of 5
Manuel Antonio
Save 100% on your flight
Price was $1,556, price is now $857 per person
$857
per person
May 15 - May 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (753 reviews)
Beautiful, well maintained, comfortable beds, wonderful pool, very helpful staff

Reviewed on Feb 16, 2026

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Discover the most popular places to visit in San Juan

Estadio National and La Sabana Park. San José Costa Rica

Sabana Park

Explore the great outdoors at Sabana Park, a lovely green space in San José. Discover the area's top-notch restaurants and its fascinating museums.

Sabana Park
Beautiful aerial view os the city of San Jose Costa Rica, and its main park The Sabana

National Stadium of Costa Rica

Catch an event at National Stadium of Costa Rica during your trip to San José. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

National Stadium of Costa Rica
Autódromo

Parque Viva

Learn about the events happening at Parque Viva during your trip to Guacima. Take in the festivals while you're in the area.

Parque Viva

What to do in San Juan

San Jose by Night: Small Group Food and Culture Tour with Dinner

San Jose by Night: Small Group Food and Culture Tour with Dinner

$55
per adult
92% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

$135
per adult
90% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
ASSISTTOURS

Full Day Poas Volcano, La Paz Waterfall Gardens and Coffee Plantation Experience

$180
per adult
98% of travellers recommend
Full Day Poas Volcano, La Paz Waterfall Gardens and Coffee Plantation Experience
See all activities in San Juan

San Juan Hotel Deals

Wyndham San Jose Herradura Hotel & Convention Center

Wyndham San Jose Herradura Hotel & Convention Center

4 out of 5
Autopista General Canas La Asunción Heredia
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $116 total per night from Mar 16 to Mar 17
$116 total
Mar 16 - Mar 17
Total with taxes and fees
Wyndham San Jose Herradura Hotel & Convention Center
Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $73 total per night from Mar 29 to Mar 30
$73 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (1,926 reviews)
Great hotel! Lots of food options, clean and comfortable rooms, friendly staff and a good value. Feels more international and Costa Rican than other big brands. We enjoyed Barcelo very much. Nice pool with poolside restaurant and bar. Beautiful setting. My wife and I stayed on both the front end ...

Reviewed on Mar 4, 2026

Barceló San José
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $169 total per night from Apr 5 to Apr 6
$169 total
Apr 5 - Apr 6
Total with taxes and fees
9.2/10 Wonderful! (2,471 reviews)
THE BREAKFAST WAS FRESH AND GOOD AND THE SHUTTLE WAS GOOD TOO.

Reviewed on Mar 3, 2026

Hampton by Hilton San Jose Airport
See all 1,393 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 Essential Information

Language
Spanish
Currency
Costa Rican colóns
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Juan Santamaria Intl. Airport (SJO)
Population
26,000
Top Sights
National Theater, Museum of Costa Rican Art and San Jose Cathedral

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Frequently asked questions

How much does a San Juan vacation package cost?
You'll find cheap prices from $591 on Expedia for your San Juan escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to San Juan costs.
What are the cheapest months to go to San Juan?
August, September and December are the best times to look for cheap San Juan vacation packages. Opting to travel in less busy months means you can typically find lower prices on flights and accommodations.
How many days is enough for San Juan?
Typically, a handful of days is enough to explore the top attractions during your San Juan vacation. But if you want to have some time to chill out or take day tours, think about extending your itinerary.
Is it worth booking a vacation package to San Juan?
San Juan has everything you need for an awesome break — bars and pubs, history and shopping are just the start. Whether you want to visit sights such as Estadio Ricardo Saprissa Ayma and Saprissa Stadium, or take the path less traveled, there's plenty to explore on your San Juan vacation.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly San Juan package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can customize your San Juan getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to San Juan?
If you've got your San Juan vacation dates locked in, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to San Juan?

  1. Choose when to get away: Check your diary and get packing. Your favorite time of year and the activities on offer will also help you decide when to vacation in San Juan.
  2. Set your budget: Consider costs such as flights, transportation and food when calculating how much to set aside for your trip to San Juan. Then, select a hotel that works with your budget, whether that's an affordable option or a more luxurious retreat.
  3. Use our trip planning tool to explore San Juan: Research every part of your trip to San Juan with this handy planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you're up to speed on San Juan, you can figure out the perfect length of your vacation. Put together a rough itinerary and allocate enough time for all the things you want to do.
  5. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the right San Juan vacation package for you.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some fun things to do in San Juan. Book tickets or make reservations before you go to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later San Juan vacation packages?
Secure your perfect trip to San Juan with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up bargains before they disappear.

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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.