San Jose Vacations & Trips from $980

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Your San Jose Vacation

Design the adventure you've always desired with a customized San Jose vacation package. A good starting point is San Jose de Mayo, where you can experience history, culture and many other highlights. Your trip to San Jose wouldn't be complete without checking out some of its best cities, starting with Juan Soler, Mal Abrigo and Ciudad del Plata. From the moment you book your San Jose vacation to the second you come back home, Expedia will be with you every step of the way.

Top destinations in San Jose

A cobblestone street flanked by historic buildings, a church with two towers, and a clear blue sky.
FlightsFlightsHotelsHotels

San Jose de Mayo

San Jose de Mayo
A white lighthouse with a stone base, surrounded by trees and a cloudy sky.
FlightsFlightsHotelsHotels

Mal Abrigo

Mal Abrigo

The Latest San Jose Vacation Packages

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

Oxford Hotel

3 out of 5
Montevideo Centro
Price was $1,032, price is now $980 per person
$980
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
8.2/10 Very Good! (253 reviews)
Outstanding

Reviewed on Mar 7, 2026

Crystal Tower Hotel

Crystal Tower Hotel

3.5 out of 5
Montevideo Centro
Price was $1,307, price is now $1,200 per person
$1,200
per person
Sep 25 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
8.6/10 Excellent! (531 reviews)
Cl ean

Reviewed on Jun 24, 2026

Puertovideo

Puertovideo

2.5 out of 5
Ciudad Vieja
Price was $1,306, price is now $1,214 per person
$1,214
per person
Sep 25 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
9.4/10 Exceptional! (17 reviews)
I would like to suggest that the hotel got to put the keys in the box with a code for the travelers to self-checkin. It was hard when the travelers late arriving at the hotel.

Reviewed on Jun 19, 2026

Hilton Garden Inn Montevideo

Hilton Garden Inn Montevideo

3.5 out of 5
Buceo
Price was $1,621, price is now $1,515 per person
$1,515
per person
Sep 25 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
9.2/10 Wonderful! (515 reviews)
This hotel is really good quality very close to everything easy access to the mall because it’s really the perfect location. It was very clean. It was a little bit of noise because all the construction around but the hotel is really good hotel.

Reviewed on May 31, 2026

Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

4 out of 5
Punta Carretas
Price was $1,608, price is now $1,526 per person
$1,526
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montevideo (MVD)
8.6/10 Excellent! (929 reviews)
Very good hotel Excellent location Very clean

Reviewed on Jul 1, 2026

Best Places to Vacation in San Jose

1. Plan your dream getaway to San Jose de Mayo

San Jose de Mayo is a charming destination in Uruguay, perfect for a cultural vacation. The city boasts a unique atmosphere, with its rich history and vibrant local culture. Visitors can immerse themselves in the local theater scene, as the city is known for its theatrical productions. In addition to theater, there are plenty of activities for travelers to enjoy, such as destination activities and sightseeing tours. Whether exploring the historic landmarks or indulging in the local cuisine, San Jose de Mayo offers a delightful cultural experience for travelers seeking an authentic Uruguayan vacation.

  • The peak season is from February to April
  • The off-peak season is from October to December

Find the Best San Jose Vacation Packages

San Jose Essential Information

Language
Spanish
Currency
Uruguayan pesos
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Carrasco Intl. Airport (MVD)

San Jose Hotel Deals

Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

5 out of 5
Rambla Republica del Peru 1371 Montevideo
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $173 total per night from Aug 1 to Aug 2
$173 total
Aug 1 - Aug 2
9.6/10 Exceptional! (434 reviews)
"The main idea of getting a hotel is to sleep well. That didn’t happen at Costanero. The main reason why is because we got a beach view room and the window provides very little sound insulation from the rambla below. Every loud car, motorcycle and people was heard inside the room and the rambla was ..."

Reviewed on Jul 9, 2026

Costanero Hotel Montevideo - MGallery Collection
Own Montevideo

Own Montevideo

4 out of 5
Zorrilla de San Martín 177 Montevideo
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $121 total per night from Aug 3 to Aug 4
$121 total
Aug 3 - Aug 4
8.8/10 Excellent! (583 reviews)
"Excellent"

Reviewed on Jun 1, 2026

Own Montevideo
Balfers Hotel

Balfers Hotel

3 out of 5
1328 Zelmar Michelini Montevideo Departamento de Montevideo
$47 nightly
The price is $49 total per night from Jul 12 to Jul 13
$49 total
Jul 12 - Jul 13
8/10 Very Good! (147 reviews)
"very noise, 7 dollar for parking, noise in the water of the bathroom, noise on the bed to move... did not have a good rest"

Reviewed on Jun 14, 2026

Balfers Hotel
See all 265 properties in San Jose
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.
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All Inclusive Vacations
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Frequently asked questions

How much does a San Jose vacation package cost?
Perhaps less than you imagined — from only $980, in fact! By combining flights, hotels and car rentals into a customized vacation package, your trip to San Jose is only clicks away.
How do I get a cheap travel package to San Jose?
It's as simple as bundling. Flights, rental cars and hotels — combine whatever you need into a San Jose vacation package to save loads of cash. Score even more discounts when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to tailor your trip your own way. We offer over 550 partner airlines and 1,000,000 hotels throughout the world, so that everyone has a chance to travel and live out those vacation dreams.
How far in advance should I book my San Jose vacation?
Search Expedia to compare international airfares as soon as possible. You can normally purchase a ticket up to 12 months before departure. If it's too early for your preferred air carrier, or you've left things to the last minute, don't worry. The lowest prices to San Jose sometimes appear within weeks of departure.
What does an Expedia San Jose travel package include?
Flights, hotels and rental cars, or any combination of them — it's your pick! Whether you're headed to San Jose with the family or traveling with your friends, there's a bundle to match your budget and style. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking a San Jose travel package?
When you book your hotels, flights and car rentals together, you'll score incredible discounts. Whether you're planning a mountain getaway in a cabin or prefer to stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with a San Jose Expedia vacation package?
Yes, you can. We offer more than 550 airline partners across the globe, so go with the carrier that's a good fit for your travel preferences.
Does Expedia offer Book Now, Pay Later San Jose vacation packages?
Expedia works with online lender Affirm to help ease any financial stress related to your trip. This may be useful if your reason for travel has arisen suddenly. Book Now, Pay Later and spread the price of your flight and hotel package over multiple installments.
If I'm not able to travel, can I cancel my San Jose vacation package?
Don't worry if you're rethinking your San Jose vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand your circumstances can change suddenly, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Stay near popular San Jose attractions

Bartolome Maccio Theater

You can get tickets for a performance at Bartolome Maccio Theater during your stay in San Jose de Mayo. Take in the theater scene while you're in the area.
See properties

What to do in San Jose

Traditional and award-winning winery tour in Montevideo

Traditional and award-winning winery tour in Montevideo

$95
per adult
Traditional and award-winning winery tour in Montevideo
Montevideo Tailor-Made Experience — Private Tour with a Local

Tailor-made Montevideo: Private City Tour with a Local

$210
per adult
100% of travellers recommend
Tailor-made Montevideo: Private City Tour with a Local
See all activities in San Jose
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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.