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Top Uruguay Trips & Tours in May 2024

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Discover Uruguay in May 2024 on one of these 10 tours hand-selected by the travel experts at Adventure Life. Explore the best of Montevideo, Punta del Este, Colonia, Pueblo Garzón, and Jose Ignacio during May 2024 as you enjoy land tours, wine tasting, urban exploration, food & wine, and wildlife viewing. Prices for trips in May 2024 range from $1,436 to $33,261 for a vacation of 5 to 13 days. Choose any of the below 10 itineraries in May 2024 and customize it when you contact one of Adventure Life's expert Uruguay trip planners.
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    • Uruguay
$9,065
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Coastal Gems of Uruguay

7 Day Itinerary
  • Explore the Rocha Province
  • Discover Cabo Polonio
  • Experience Cerro Verde turtles
  • Explore Cocina de la Barra
Activities:
Urban Exploration, Wildlife Viewing
Activity Level:
Relaxed
On this 7-day Coastal Gems of Uruguay Tour, explore José Ignacio, akin to the Hamptons for New Yorkers, which offers an escape, showcasing a distinct South American bohemian charm that's truly captivating. On the second half of the tour, explore the Rocha Province, a UNESCO-recognized …
Tour Details
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Personal tours of vineyards
$31,276
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Culinary Adventure in Argentina & Uruguay

13 Day Itinerary
  • Enjoy culinary classes
  • Visit Aconcagua Mountain
  • Experience Argentine Tango
  • Taste premier wines
Activities:
Biking, Horseback Riding, Kayaking, Urban Exploration, Wine Tasting
Activity Level:
Relaxed
Experience the cuisine of Argentina and Uruguay while remaining active on this adventurous 13-day vacation. Spend time in Mendoza, the wine capital of Argentina, tantalizing Buenos Aires & Montevideo, and the Uruguayan coast. Enjoy cooking classes, light hikes, wine & city tours, a tango …
Tour Details
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Church and vineyards
$5,081
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Tastes & Traditions of Uruguay

10 Day Itinerary
  • Sample local wine, oil and cheese
  • Climb sand dunes in Valizas
  • Stay at a traditional Estancia
  • Explore the cities with your guide
Starts / Ends:
Colonia del Sacramento / Montevideo
Activities:
Hacienda Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
Join a 10-day culinary exploration through Uruguay. Cheese, wine, and olive oil were introduced in Uruguay by families of immigrants who arrived in these lands more than 250 years ago. Today, many vineyards, wineries, and local cheese artisan producers open their doors to visitors from all over the …
Tour Details
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Sunset in Montevideo
$4,842
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Highlights of Uruguay

Estancias and Beaches - 13 Day Itinerary
  • Explore Montevideo & local wineries
  • Excursions at Estancia Anastasio
  • Trek in the Cabo Polonio Sand Dunes
  • Wine-tasting experience in Garzon
Starts / Ends:
Colonia / Montevideo
Activities:
Hacienda Visits, Horseback Riding, Local Market Visits, Wildlife Viewing, Wine Tasting
Activity Level:
Relaxed
Discover highlights of Uruguay on this 13-day itinerary. Begin in the historic town of Colonia del Sacramento, where travelers explore charming cobbled streets, visit local museums, and indulge in a mate-tasting experience. Travel to Montevideo for a walking tour of the old city, discovering …
Tour Details
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Gorriti Island in Punte del Este, Uruguay
$1,740
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Uruguay Beach Escape

4 Day Itinerary
  • Explore Punta Del Este City
  • Discover La Barra
  • Trails to the Anastasio Stream
  • Experience the Uruguayan Tuscany
Starts / Ends:
Jose Ignacio / Punta del Este
Activities:
Local Market Visits, Urban Exploration, Wildlife Viewing, Wine Tasting
Activity Level:
Relaxed
On this 4-day Uruguay Beach Escape Tour, explore José Ignacio, Uruguay's coastal gem, which offers a serene escape. This beach town combines natural beauty, artistic inspiration, and South American bohemian charm. It's known for its authentic atmosphere, where local culture thrives, …
Tour Details
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Passing along the grapes
$1,193
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Montevideo Trails of Culture and Wine

3 Day Itinerary
  • Explore Montevideo
  • Explore Uruguay
  • Learn the culture of Uruguay
  • Explore museums in Montevideo
Starts / Ends:
Montevideo / Montevideo
Activities:
Urban Exploration, Wine Tasting
Activity Level:
Relaxed
Explore Montevideo's wine and culture on this 3-day heritage tour, immersing travelers in museums, landmarks, and wineries. Discover Uruguay's rich legacy, shaped by immigrants over 250 years, blending European savoir vivre, family values, African rhythms, indigenous traditions, and gaucho …
Tour Details
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Buenos Aires City Streets
$611
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Explore Colonia

3 Day Itinerary
  • Take the ferry from Buenos Aires
  • Explore Rio de la Plata
  • Discover architectural styles
  • Explore cuisines and local cafés
Starts / Ends:
Buenos Aires / Buenos Aires
Activities:
Urban Exploration
Activity Level:
Relaxed
On this 3-day tour, explore the enchanting colonial city of Colonia del Sacramento in Uruguay, a UNESCO-listed gem situated along the shores of the Rio de la Plata. This town offers a captivating fusion of Portuguese and Spanish architectural styles, boasts a compelling historical narrative, and is …
Tour Details
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Cobblestone street in Colonia del Sacramento
$461
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Colonia

1 Day Itinerary
Activities:
Land, Urban Exploration
Activity Level:
Relaxed
Discover the picturesque Uruguayan coastal resort of Colonia del Sacramento. After a short ferry ride across the Rio Plata, meet with your guide at the Colonia port and go on an adventure. Enjoy a personalized experience while traveling through the city's historic heart on an informative …
Tour Details
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Vineyard in Uruguay
$1,436
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Rolling Hills of Pueblo Eden

3 Day Itinerary
  • Explore Maldonado
  • Follow panoramic Route 12
  • Discover the Pueblo Eden region
  • \"Caracoles\" and \"Carape\" Hills
Starts / Ends:
Montevideo / Montevideo
Activities:
Village Visits, Wine Tasting
Activity Level:
Relaxed
On this 3-day extension tour of Uruguay explore the northern region of Maldonado, the unique landscape that captivated Charles Darwin in 1832. Contrasting starkly with the Pampas, this area is often likened to an alpine wonderland. Discover its charm amid rolling hills, picturesque valleys, and …
Tour Details
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Vineyard in Uruguay
$1,818
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Western Vineyards of Uruguay

Colonia to Carmelo - 5 Day Itinerary
  • Experience Colonia del Sacramento
  • Enjoy wine tasting
  • Enjoy a sunset river cruise
  • Learn about the wine-making process
Starts / Ends:
Puerto Carmelo / Puerto Carmelo
Activities:
Wine Tasting
Activity Level:
Relaxed
During this 5-day tour exploring the western vineyards of Uruguay, you will visit Colonia del Sacramento to witness the rich history of this old town. Then, head to the Carmelo region to discover three different vineyards and learn about the history of wine-making in Uruguay. Delight in multiple …
Tour Details
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1-10 of 10 Results
TrustScore 4.8 | 167 reviews
TrustScore 4.8 of 5
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Based on 167 reviews on
review score
5 hours ago
Adventure Life has been an extraordinary travel resource for us over the years and today was no exception. Our River Cruise booking was handled by Jess (who has been our personal trip planner for several years) the same day as our inquiry. Suggestions were given for cabin choice and pre-trip options (that were not shown on the cruise line's website) like airport transfers and prepaid gratuities. Trip insurance recommendations followed and we were assigned a travel co-ordinator till the end of the tour. All we have to do is show up! Great service from friendly folks.
APtravelwell
review score
1 day ago
My representative Kevin was very responsive generally and in crafting our itinerary to our specific priorities.
Rocco Labella
review score
1 day ago
Although there was a lot of paper work, I received help and guidance when I needed it.
Donna Kirby
review score
2 days ago
Our travel was flawless! The rider pickup (airport, hotel, ship) was seamless. Jane's recommendation for Emerald Cruise Sakara was everything I wanted but the experience was soooo much more. Adventure Life took care of each and every detail and this was the easiest of all my travels.
Anne Petty
review score
3 days ago
Follow up was effective any questions were answered in a timely manner
Fiona Lonsdale

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