San Juan Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Top San Juan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Way to Heaven Luxury Glamping
CA $1,636
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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
Gaia Hotel And Reserve - Adults Only
Manuel Antonio
CA $4,348
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.6/10 Exceptional! (543 reviews)
Hello,
My wife and I stayed here for 4 days. The service was incredible, breakfast included , and they even upgraded our room. Would recommend anyone to stay here if they never have visited Costa Rica. The staff provided great service and recommendations. It felt like I was in the show White Lotus lol
Reviewed on Sep 22, 2026
Finca Sunset Monteverde
CA $5,798
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Ready to book your vacation to San Juan?
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
CA $120
CA $136 total
Nov 13 - Nov 14
includes taxes & fees
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
CA $228
CA $258 total
Oct 30 - Oct 31
includes taxes & fees
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $144
CA $162 total
Nov 5 - Nov 6
includes taxes & fees
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.
Frequently asked questions
How much does a San Juan vacation package cost?
You'll find cheap prices from CA $1,636 on Expedia for your San Juan escape. However, 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?
You can typically find lower rates and greater availability in September, October and November. Browse our cheap San Juan vacation packages and you could get some great off-season discounts.
How many days is enough for San Juan?
Usually, a handful of days is enough to tick off the main attractions during your San Juan vacation. But if you'd like to have more time to kick back or go on day trips, consider extending your itinerary.
How to find the best San Juan package deals?
Use Expedia's filter tool to help you find some of the best San Juan package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for San Juan package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a San Juan vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized San Juan vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to San Juan?
If you have your San Juan travel dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to San Juan?
- Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to San Juan.
- Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to San Juan.
- Decide 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 at each, including any travel time.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a San Juan vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
