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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.
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5 star4 star & up3 star & up2 star & up
Flight class
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Feb 4 - Feb 8
Monteverde
4 nights
8.6/10 - Excellent (416 reviews)
Roundtrip • New York (EWR) - San José (SJO)
EWR - SJO • Nonstop SJO - EWR • 1 stop
$1,183
per traveler
found 1 day ago
Dec 13 - Dec 18
Monterrey
5 nights
9.8/10 - Exceptional (1,000 reviews)
"Highly recommended, outstanding service."
Reviewed November 11, 2026
Roundtrip • Boston (BOS) - San José (SJO)
BOS - SJO • 1 stop SJO - BOS • 1 stop
$2,073
per traveler
found 1 day ago
Jan 24 - Jan 27
Manuel Antonio
3 nights
9.6/10 - Exceptional (545 reviews)
"Such an amazing trip, staff was extremely helpful and booked all of our excursions that led to some u forgettable experiences."
Reviewed November 10, 2026
Roundtrip • Boston (BOS) - San José (SJO)
BOS - SJO • 1 stop SJO - BOS • 1 stop
$1,441
per traveler
found 1 day ago
Jan 14 - Jan 18
Peñas Blancas
4 nights
9.6/10 - Exceptional (524 reviews)
"Staff made this place feel like heaven! They are the best! The property is beautifully curated. The rooms are gorgeous with sliding doors opening into the lush green vegetation. I could spend the whole day on the bridge over the stream. They have a small waterfall on the property. The complimentary nature hike in the afternoon was informative, engaging and beautiful. Some of us did the night wildlife tour with the same guide, it was excellent! The water slide was so much fun! We had..."
Reviewed November 11, 2026
Roundtrip • Boston (BOS) - San José (SJO)
BOS - SJO • 1 stop SJO - BOS • 1 stop
$2,047
per traveler
found 1 day ago
Jan 14 - Jan 18
Pital
4 nights
9.6/10 - Exceptional (89 reviews)
"This is a barely discovered gem, a rare destination that will leave you with lifelong memories. We stayed here 9 years ago, and returned this summer. The rainforest location is unique. We stayed in a treehouse, with frequent visits from spider monkeys and seemingly endless species of birds. We partook for a second time the riverboat tour through the local rainforest, up through the Nicaragua border. We saw spectacular macaws, toucans, and numerous other bird species. We encountered..."
Reviewed August 31, 2026
Roundtrip • New York (EWR) - San José (SJO)
JFK - SJO • 1 stop SJO - JFK • 1 stop
$1,412
per traveler
found 21 hours ago
Rating: 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.
Known as La Cueva del Monstruo, this vibrant stadium pulses with the passionate energy of Deportivo Saprissa's purple-clad fans. Experience Costa Rican football culture at its most electric during evening matches.
$135
per adult
88% of travelers recommend
$30
per adult
98% of travelers recommend
$63
per adult
92% of travelers recommend
See all activities 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.
See all properties in 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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.