San Juan Vacations from $926
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest San Juan vacation packages
Price found within the past 48 hours. Click for updated prices.
Volcano Lodge Hotel & Thermal Experience
$926
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Hotel Three Sixty - Adults Only
$2,568
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Finca Sunset Monteverde
$3,197
per person
Dec 29 - Jan 2
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) 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
What to do in San Juan
San Jose: Central Market Bites and Sights Walking Tour
$30
per adult
98% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
$63
per adult
92% of travellers recommend
San Juan Hotel Deals
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Sobre Autopista General Cañas Ulloa Heredia
Fully refundableReserve now, pay when you stay
$82 nightly
$93 total
Oct 27 - Oct 28
Total with taxes and fees
8.4/10 Very Good! (3,467 reviews)
"The staff were often rude and unhelpful - they gave away our reservation to someone else who “paid first,” even though our room had been booked well in advance. They didn’t compensate us for the room switch either since we were put in a room that was cheaper than the original, and they were rude ..."
Reviewed on Oct 24, 2026
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
$149 nightly
$168 total
Nov 21 - Nov 22
Total with taxes and fees
Barceló San José
Urbanización El Robledal, La Uruca, 01150 San José, Costa Rica San José San Jose
Fully refundableReserve now, pay when you stay
$98 nightly
$111 total
Nov 4 - Nov 5
Total with taxes and fees
9/10 Wonderful! (2,167 reviews)
"Spent a couple of nights here. Hotel has lovely grounds and breakfast was good. We had use of the level lounge which was a great bonus."
Reviewed on Oct 25, 2026
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
More vacations you might like
Frequently asked questions
How to find the best San Juan package deals?
Use Expedia's handy filters to find some terrific San Juan package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
When to book a vacation package to San Juan?
If you have your San Juan vacation dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to San Juan?
- Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to visit San Juan.
- Budget wisely: As well as the price of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to San Juan.
- Use Expedia's trip planning tool to discover San Juan: Research every aspect of your trip to San Juan with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
- Work out your trip length: Consider how much time you want to spend exploring San Juan. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a San Juan vacation package that brings all your bookings together.
- Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on San Juan's best offerings. Find all the incredible things to do in San Juan with our dedicated activity guide.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
