Explore the best of Uruguay on this two-week trip through the highlights

Uruguay offers a distinctive vacation experience with its winning combination of pristine beaches, rich cultural heritage, and a relaxed culture and atmosphere. Whether you're strolling through the historic streets of Colonia del Sacramento, basking on the shores of José Ignacio, or enjoying the energy of Montevideo, the country invites travelers to discover a diverse range of experiences that can be tailored to individual preferences.

On this ten-day trip, indulge in Uruguayan asado, try the maté, or herbal tea, revered by locals, and explore a lush countryside dotted with vineyards. The welcoming locals, diverse landscapes, and a sense of tranquility make Uruguay an unforgettable luxury vacation spot in South America.

Who is a luxury Highlights of Uruguay trip best for?

Highlights of Uruguay is ideal for travelers and families who want to get under the skin of Uruguay and explore all of its top destinations. Excursions in Uruguay range from wine touring, art gallery visits, and polo lessons, to family-friendly scavenger hunts, boat rides to see sea lions, to hiking, canoeing, and biking tours. It's truly a destination for everyone.

Day-to-day itinerary

DAYS 1, 2 & 3:

Arrive in Montevideo, transfer to José Ignacio, Casagrande

DAYS 4 & 5:

Transfer inland from the coast, Estancia Vik

DAYS 6 & 7:

Transfer to Montevideo, Alma Historica

DAYS 8 & 9:

DAY 10:

Highlights of Uruguay trip highlights

  • Land in Montevideo and then be whisked off to the beach town of José Ignacio. Popular with families for one-to-three-bedroom apartment-style accommodations (or those wanting a "home away from home"), Casagrande is the perfect home base for the start of your luxury Uruguay journey. Enjoy leisurely pool days by the pool bar and beachy nightlife of José Ignacio, or fill your days with biking, hiking the sand dunes, boat rides to visit the sea lions, kayaking, stand-up paddling, and canoeing the lagoons.
  • Next, make a quick transfer inland to Estancia Vik. Travel the pampas on horseback, or try a polo lesson. Enjoy star-lit evenings by the fire and authentic Uruguayan asado (barbeque).
  • Head back to the capital, Montevideo, for a culture break. Spend your days exploring the historic center, the bustling central market, numerous cafes, pubs, boutiques, and art galleries. Just make sure to leave time to sit and watch the sunset at "La Rambla," the uninterrupted 13-mile coastal boardwalk popular with locals for jogging, biking, dog walking, and sipping maté with friends and family.
  • Escape the city again and head west to visit one of Uruguay's oldest vineyards. Enjoy picnics amid the vines, wine tastings, the game room, the pool, and Narbona's private river beach during your stay.
  • Cap off your trip in Colonia del Sacramento, a UNESCO World Heritage site. Founded by the Portuguese in 1680, the town has preserved its blend of Spanish and Portuguese architecture and feels like stepping into the past. Relax along the Rio de la Plata and emulate the sun-loving Uruguayans who pause nightly to watch the sunset with family and friends.


Starting at $10,550 per person sharing in 2024.

When is the best time to travel to Uruguay?

Travel anytime between late October and late March to ensure the best beach weather and plenty of sun on your Uruguay exploration.

Highlights of Uruguay map


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Estancia Vik

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Alma Histórica Hotel

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Narbona Wine Lodge

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Charco Hotel 

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Easy extensions

Continue your great South American adventure through the varied landscapes of Argentina, like Patagonia, or travel further into Argentina's vineyards with a visit to Mendoza.

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