San José Vacations from ¥417,618

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The Latest San José Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel

Ola Boutique Hotel

Condado
¥417,618
per person
Dec 6 - Dec 11
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9/10 Wonderful! (989 reviews)
The staff was amazing! Friendly and welcoming! Answers all your questions, decent location! Street parking is available but hard to find. Shower was fun, but the water leaks into the room. Other than that, there’s a pool table in the lobby, and cute little restaurant at the front.

Reviewed on Oct 22, 2026

Ocean Breeze Villa

Ocean Breeze Villa

Puerta de Tierra
¥454,965
per person
Dec 6 - Dec 11
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9.4/10 Exceptional! (37 reviews)
The host that help us with the check in was the only positive point of our stay. To start, the real name of the location is not Ocean Breeze. The actual name is Condado Villas and the entrance is a the end of a street with no exist. It is actually a very outdated condo. Our room had a great view, however, we were not able to enjoy it because the AC outside unit blows the hot air into the balcony. The Kitchen was outdated and utensils dirty. I had to wash all the glasses before using them. The bathroom was dirty and the shower broken. There was no pressure on the water and it would change from cold to very hot in a second. The bed was an IKEA bed, the cheapest you could find and the chair for the mini table in the room were broken. We were not able to use them. The pool was outdated and the pool chairs broken. I don’t recommend this place to stay. I picked this facility because we were added to a family trip after the booking was done. But I would have rather stayed at the facility next to this one, hotel Caribe.

Reviewed on Oct 18, 2026

Condado Lagoon - Lux Waterfront Studios

Condado Lagoon - Lux Waterfront Studios

Puerta de Tierra
¥442,636
per person
Dec 6 - Dec 11
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.8/10 Excellent! (40 reviews)
Very safe, clean with beautiful view! Highly recommend! Keep in mind though there is no parking on site.

Reviewed on Oct 20, 2026

Trópica Beach Hotel

Trópica Beach Hotel

Santurce
¥649,301
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Sendai (SDJ) to San Juan (SJU)
9.4/10 Exceptional! (993 reviews)
Rincon Beach Resort

Rincon Beach Resort

¥640,854
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Sendai (SDJ) to San Juan (SJU)
8.6/10 Excellent! (1,037 reviews)
Un lugar muy bonito y tranquilo. Muy amable el personal

Reviewed on Oct 21, 2026

Find the Best San José Vacation Packages

San José Hotel Deals

Punta Borinquen Resort

Punta Borinquen Resort

Belt Street, Ramey Base Aguadilla
Fully refundableReserve now, pay when you stay
¥19,808
¥22,786 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (1,185 reviews)
"The place is not sophisticated. Good for families"

Reviewed on Oct 21, 2026

Punta Borinquen Resort
Bella Surf Inn

Bella Surf Inn

Carr. 4466 Km 0.1 Isabela
Fully refundableReserve now, pay when you stay
¥16,479
¥20,099 total
Nov 6 - Nov 7
includes taxes & fees
Bella Surf Inn
Hotel Vista Azul

Hotel Vista Azul

84 Ave Montemar Aguadilla Aguadilla
Fully refundableReserve now, pay when you stay
¥19,400
¥21,928 total
Nov 2 - Nov 3
includes taxes & fees
Hotel Vista Azul
See all 928 properties in San José
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.

What to do in San José

Sunset Horseback Riding Awaits

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

¥19,610
per adult
Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico
Aguadilla UTV Off-Road Tour to Faro Ruins!

Aguadilla UTV Off-Road Tour to Faro Ruins!

¥61,202
per traveler
Aguadilla UTV Off-Road Tour to Faro Ruins!
Preparation of Medicinal Lotions and Ointments

Preparation of Medicinal Lotions and Ointments

¥12,550
per adult
Preparation of Medicinal Lotions and Ointments
See all activities in San José

Frequently asked questions

How much does a San José vacation package cost?
You'll find cheap prices from ¥417,618 on Expedia for your San José getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to San José costs.
What are the cheapest months to go to San José?
To pick up cheap San José vacation packages, organize your getaway outside of peak times such as school holidays. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for San José?
The ideal length of your San José vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to visit all the main attractions and discover some hidden spots along the way.
How to find the best San José package deals?
Use Expedia's handy filters to help you find some terrific San José package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for San José package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a San José vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized San José vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to San José?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment San José vacation.
How to plan a trip to San José?
  1. Choose when to get away: Check your calendar and get your bags packed. Your favorite season and the available activities will also help you decide when to visit San José.
  2. Plan your budget wisely: As well as the cost of your accommodations, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to San José.
  3. Decide how long to go away for: Now that you know more about San José, you can figure out the perfect length of your vacation. Create a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a San José 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.