San Juan Vacations from $937

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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.
Volcano Lodge Hotel & Thermal Experience

Volcano Lodge Hotel & Thermal Experience

4 out of 5
Save 100% on your flight
Price was $1,855, price is now $937 per person
$937
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (1,004 reviews)
There is a lack of culturally diverse music options and designated spaces where residents can listen to music, socialize, and relax. Additionally, daily housekeeping services should be provided consistently, with rooms cleaned each day without requiring residents to submit individual requests.

Reviewed on Oct 19, 2026

The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was $4,935, price is now $2,812 per person
$2,812
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (1,000 reviews)

Hotel Three Sixty - Adults Only

Hotel Three Sixty - Adults Only

4 out of 5
Price was $3,316, price is now $1,931 per person
$1,931
per person
Jan 18 - Jan 25
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
10/10 Exceptional! (96 reviews)
Another wonderful stay! The property was as lovely as ever and staff is superb! I love returning here each time. We had 90-minute massages that were incredible, I was so relaxed that I actually fell asleep. Can’t wait to be back there again!

Reviewed on Oct 4, 2026

Way to Heaven Luxury Glamping

Way to Heaven Luxury Glamping

2 out of 5
Save 100% on your flight
Price was $2,668, price is now $1,577 per person
$1,577
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.6/10 Exceptional! (11 reviews)
10000/10 Javier was a wonderful host, would highly recommend. He was very accommodating, very helpful with local suggestions. We had issues finding the location, he even went to go find us. Absolutely wonderful experience. The dome was one of the coolest experiences we’ve had yet.

Reviewed on Aug 20, 2026

Finca Sunset Monteverde

Finca Sunset Monteverde

2 out of 5
Price was $6,785, price is now $4,270 per person
$4,270
per person
Dec 28 - Jan 2
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (68 reviews)
No words I can write could ever do this place justice. The views are unbelievable and the amenities in the room go above and beyond expectations! There were umbrellas, card games, a telescope for looking at the stars, an outside lounge net, a hot tub on the balcony, and even the shower had a window with an amazing view! Alex was so welcoming and friendly! He recommended the best dining spots and brought us on a night-walking tour and a guided tour of the Monteverde Hanging Bridges!

Reviewed on Oct 6, 2026

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Stay near popular San Juan attractions

Estadio Ricardo Saprissa Ayma

8.0/10 (6 reviews)
Home to Costa Rica's most successful football club, Estadio Ricardo Saprissa offers an electrifying atmosphere with steep stands bringing fans close to the action. Experience "La Ultra Morada" supporters' passion.
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What to do in San Juan

San Jose: Central Market Bites and Sights Walking Tour

San Jose: Central Market Bites and Sights Walking Tour

$30
per adult
98% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
San Jose by Night: Small Group Food and Culture Tour with Dinner

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

$63
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
88% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
See all activities in San Juan

San Juan Hotel Deals

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas Ulloa Heredia
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $93 total per night from Nov 1 to Nov 2
$93 total
Nov 1 - Nov 2
Total with taxes and fees
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Costa Rica Marriott Hotel Hacienda Belen

Costa Rica Marriott Hotel Hacienda Belen

4.5 out of 5
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Nov 21 to Nov 22
$168 total
Nov 21 - Nov 22
Total with taxes and fees
Costa Rica Marriott Hotel Hacienda Belen
Barceló San José

Barceló San José

4 out of 5
Urbanización El Robledal, La Uruca, 01150 San José, Costa Rica San José San Jose
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Oct 28 to Oct 29
$90 total
Oct 28 - Oct 29
Total with taxes and fees
Barceló San José
See all 1,450 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

What is the best time to go to San Juan?
The best time to go for a San Juan vacation package is December and March, which are the peak months for demand. February is also a busy month for travelers. During these periods, you'll find the most activity and a vibrant atmosphere for your San Juan vacation.

For those seeking a quieter trip with potentially lower prices, consider traveling during August to October. These months typically see the lowest demand.
How can I save money on a San Juan vacation package?
When you bundle, you can save up to 30%*. To save money on a San Juan package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in San Juan?
San Juan, an outdoor and nature destination known for family-friendly attractions, offers a variety of activities for your San Juan vacation:

Browse and book things to do in San Juan on Expedia.
Do you need to rent a car in San Juan, or is public transport enough?
For a San Juan vacation package with flights, renting a car offers the most flexibility, especially since San Juan is an outdoor and nature destination with many attractions spread out. The area is well-served by a network of national routes, including National Route 5, 32, and 39, making it easy to explore at your own pace.

While local buses are available, and the Interurbano Line operated by Incofer provides rail transportation, a car allows you to easily reach various outdoor activities and scenic spots that define a San Juan vacation. This is particularly helpful for exploring areas outside the immediate city center.
Can I change or cancel my San Juan vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking San Juan vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later San Juan vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your San Juan vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to San Juan?
To find last-minute vacation packages to San Juan, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on San Juan vacation packages?
Free cancellation on a San Juan vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a San Juan vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your San Juan getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my San Juan vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.