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Top Montevideo Trips & Tours in May 2025

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Discover Montevideo in May 2025 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of Montevideo, Punta del Este, Jose Ignacio, Pueblo Garzón, and Rocha during May 2025 as you enjoy land tours, wine tasting, food & wine, urban exploration, and wildlife viewing. Prices for trips in May 2025 range from $1,599 to $9,076 for a vacation of 7 to 13 days. Choose any of the below 6 itineraries in May 2025 and customize it when you contact one of Adventure Life's expert Montevideo trip planners.
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    • Montevideo
$4,982
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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 …
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Personal tours of vineyards
$5,436
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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 …
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Passing along the grapes
$1,598
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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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Vineyard in Uruguay
$2,551
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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 …
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Church and vineyards
$4,934
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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
$4,605
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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 …
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