San Jose Vacations & Trips from $869

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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

Ruta 11,uruguay
FlightsFlightsHotelsHotels

San Jose de Mayo

San Jose de Mayo

The Latest San Jose Vacation Packages

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

Hispano Hotel

2 out of 5
Montevideo Centro
Price was $978, price is now $869 per person
$869
per person
Feb 27 - Mar 3
found 13 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
7/10 Good! (162 reviews)
Room smelled of smoke when I arrived but after they cleaned it was fine.

Reviewed on Feb 26, 2025

Bahia Vik Jose Ignacio

Bahia Vik Jose Ignacio

4 out of 5
Price was $4,847, price is now $3,804 per person
$3,804
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
New York (NYC) 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
Price was $4,577, price is now $3,644 per person
$3,644
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Montevideo (MVD)
9/10 Wonderful! (55 reviews)
The room was clean and comfortable. The staff was friendly and helpful. The resort was an easy walk to the beach. The breakfast had lots of selection. We hope to cone back sometime soon.

Reviewed on Dec 7, 2025

Playa Vik Jose Ignacio

Playa Vik Jose Ignacio

4 out of 5
Price was $4,323, price is now $3,493 per person
$3,493
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Montevideo (MVD)
9.6/10 Exceptional! (31 reviews)
Amenities a little old, staff great, need a little renew but still beautiful

Reviewed on Oct 30, 2025

Puerto Mercado Hotel

Puerto Mercado Hotel

3.5 out of 5
Ciudad Vieja
Price was $1,705, price is now $1,494 per person
$1,494
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Montevideo (MVD)
8.6/10 Excellent! (735 reviews)
Well located with a nice breakfast. The staff was super helpful. Recommended

Reviewed on Jan 9, 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

Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

3.5 out of 5
21 de Setiembre 2752 Montevideo
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $110 total per night from Jan 11 to Jan 12
$110 total
Jan 11 - Jan 12
8.2/10 Very Good! (1,011 reviews)
El personal muy amigable, buen desayuno, muy linda zona.

Reviewed on Jan 2, 2026

Dazzler by Wyndham Montevideo
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
$190 nightly
The price is $192 total per night from Feb 1 to Feb 2
$192 total
Feb 1 - Feb 2
9.6/10 Exceptional! (423 reviews)
Really nice hotel! Clean room and staff is great. Well located wothin the city.

Reviewed on Jan 4, 2026

Hotel Montevideo - Leading Hotels of the World
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
$166 nightly
The price is $168 total per night from Feb 4 to Feb 5
$168 total
Feb 4 - Feb 5
8.4/10 Very Good! (858 reviews)
Excelente servicio y muy lindas instalaciones.

Reviewed on Jan 4, 2026

Radisson Montevideo Victoria Plaza Hotel
See all 253 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a San Jose vacation package cost?
Perhaps less than you imagined — from only $869, 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

Visit to Winery Historic in Montevideo

Traditional and award-winning winery tour in Montevideo

$98
per adult
Traditional and award-winning winery tour in Montevideo
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
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
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.