San Jose Vacations & Trips from $909

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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

Uruguay, Streets of Colonia Del Sacramento in historic center (Barrio Historico)
FlightsFlightsHotelsHotels

San Jose de Mayo

San Jose de Mayo
Colonia del Sacramento Lighthouse, Uruguay
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Mal Abrigo

Mal Abrigo

The Latest San Jose Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Estancia Vik Jose Ignacio

Estancia Vik Jose Ignacio

4 out of 5
Price was $1,210, price is now $909 per person
$909
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Buenos Aires (BUE) to Montevideo (MVD)
9.8/10 Exceptional! (21 reviews)
Breathtaking beauty! Fabulous stay!

Reviewed on Jan 27, 2026

Playa Vik Jose Ignacio

Playa Vik Jose Ignacio

4 out of 5
Save 100% on your flight
Price was $2,528, price is now $1,623 per person
$1,623
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Buenos Aires (BUE) to Montevideo (MVD)
9.6/10 Exceptional! (31 reviews)
The staff at this hotel are exceptional. They go out of their way to make your stay great.

Reviewed on Feb 17, 2026

Bahia Vik Jose Ignacio

Bahia Vik Jose Ignacio

4 out of 5
Save 100% on your flight
Price was $2,228, price is now $1,452 per person
$1,452
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Buenos Aires (BUE) to Montevideo (MVD)
9.2/10 Wonderful! (38 reviews)
the beach is nice, the area is pleasent, good restaurants

Reviewed on Apr 27, 2023

Anastasio Hotel & Beach Club

Anastasio Hotel & Beach Club

4 out of 5
Save 100% on your flight
Price was $1,464, price is now $995 per person
$995
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Buenos Aires (BUE) to Montevideo (MVD)
9/10 Wonderful! (55 reviews)
This hotel is very nice with a really good location to the beach and restaurants, service was good and food at the restaurant was good

Reviewed on Feb 23, 2026

Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

4 out of 5
Punta Carretas
Price was $1,176, price is now $911 per person
$911
per person
Apr 16 - Apr 22
found 6 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
8.6/10 Excellent! (886 reviews)
The restaurant had a menu with good options for dinner. The staff was very nice and helpful. Jhossi in the restaurant was very nice.

Reviewed on Oct 18, 2025

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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

Radisson Montevideo Victoria Plaza Hotel

Radisson Montevideo Victoria Plaza Hotel

4 out of 5
759 Plaza Independencia Montevideo
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $177 total per night from Mar 12 to Mar 13
$177 total
Mar 12 - Mar 13
8.6/10 Excellent! (890 reviews)
Great location and amenities

Reviewed on Feb 11, 2026

Radisson Montevideo Victoria Plaza Hotel
Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
2905 José Benito Lamas Montevideo
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $202 total per night from Mar 22 to Mar 23
$202 total
Mar 22 - Mar 23
9.6/10 Exceptional! (461 reviews)
I’ve been in hotels all around the world and the standard of a hotel is always about its staff….. The staff were so respectful so polite with every interaction…… for the first time I’m going to comment on something else……The Bed….this by far the best bed I have ever slept on… it was like sleeping ...

Reviewed on Feb 24, 2026

Hotel Montevideo - Leading Hotels of the World
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
$203 nightly
The price is $205 total per night from Mar 5 to Mar 6
$205 total
Mar 5 - Mar 6
9.6/10 Exceptional! (363 reviews)
Great staff, very helpful and clean updated rooms!

Reviewed on Feb 20, 2026

Costanero Hotel Montevideo - MGallery Collection
See all 256 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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Frequently asked questions

How much does a San Jose vacation package cost?
Perhaps less than you imagined — from only $909, 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.

Discover the most popular places to visit in San Jose

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.

Bartolome Maccio Theater

What to do in San Jose

Montevideo Tailor-Made Experience — Private Tour with a Local

Montevideo Tailor-Made Experience — Private Tour with a Local

$280
per adult
100% of travellers recommend
Montevideo Tailor-Made Experience — Private Tour with a Local
Traditional and award-winning winery tour in Montevideo

Traditional and award-winning winery tour in Montevideo

$106
per adult
Traditional and award-winning winery tour in Montevideo
Visit 2 wineries in a day

Visit 2 wineries in a day

$280
per adult
Visit 2 wineries in a day
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.