Luxury Holidays to Uruguay
Understated Elegance on South America’s Quiet Coast
Uruguay is South America’s best-kept secret—where vineyards meet the sea, gaucho traditions endure, and luxury whispers instead of shouts.
Tucked between Argentina and Brazil, Uruguay offers relaxed sophistication across beach towns like José Ignacio, Art Deco Montevideo, and countryside estancias.
Awake & Wander curates Uruguay with intimacy and insight—blending boutique beach stays, private winery visits, and slow travel through one of the continent’s most refined and relaxed countries.
A Small Selection of our Latest Offers to Uruguay
These latest offers have been generated through our online booking system which is powered by our sister company , Jamie Wake Travel, and using our handpicked suppliers.
There will occasionally be times when offers will not show here. For example, where a destination may require more in-depth travel arrangements and will need to be tailor made by our team.
Prefer a more personal touch? We're always here to tailor your journey—simply get in touch and let us create the perfect luxury holiday to Uruguay for you.
Getting to Uruguay: Chic Access to a Serene Escape
Fly into Montevideo (MVD) or arrive via ferry from Buenos Aires, then travel in style by private car, helicopter, or domestic charter. Awake & Wander arranges VIP entry, luxury transfers, and seamless connections to Punta del Este, José Ignacio, or Carmelo’s wine region.
Best Time to Visit Uruguay for a Coastal-Luxe Break
Uruguay’s sweet spot is its summer season (December to March), when beach towns like Punta del Este and José Ignacio come alive with understated glamour. Autumn (April–May) is ideal for wine tourism and exploring the interior, while spring (September–November) offers pleasant weather with fewer visitors. Awake & Wander builds the perfect blend of coast, countryside, and culture.
The Top 4 Unforgettable Experiences and Things to Do in Uruguay
Uruguay rewards the traveller who savours subtlety—these experiences deliver beauty, balance, and boutique charm.
1
Indulge in José Ignacio’s Barefoot Luxury
Once a sleepy fishing village, José Ignacio is now the epitome of boho-chic. Awake & Wander books stylish beachfront inns, private chefs, and yoga on the sand, with curated art walks, beach polo matches, and intimate candlelit dinners along the dunes.
2
Discover Uruguay’s Best Wines in Carmelo
Tour Uruguay’s top vineyards, including Bodega Garzón and Narbonne, with private tastings, vineyard lunches, and boutique lodge stays. Awake & Wander pairs you with expert sommeliers for a deep dive into Tannat, Uruguay’s signature red grape.
3
Ride with Gauchos at a Countryside Estancia
Live the gaucho lifestyle with a stay at a working Uruguayan estancia, complete with horseback rides, asado feasts, and elegant farmhouse hospitality. Awake & Wander arranges photography excursions, cooking classes, and river swims at sunset.
4
Explore Montevideo’s Culture and Cuisine
Unwind in Uruguay’s capital with Art Deco architecture, local music, and up-and-coming restaurants. Awake & Wander offers private walking tours, markets tastings, and VIP access to theatre performances and gallery previews.
Why Uruguay Is the Next Quiet Luxury Capital
Uruguay is for travellers in the know. It’s subtle, stylish, and serene—offering a slower pace, rich culture, and elegant living by the sea and vineyard.
With Awake & Wander, you’ll uncover the soul of Uruguay through bespoke experiences, refined stays, and meaningful encounters. Come for the beaches—stay for the feeling of never wanting to leave.
