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Uruguay: A Natural Beauty

Dig Into Montevideo & Jose Ignacio
(9 Days / 8 Nights)
February 8 – 16, 2019

Uruguay is South America’s best-kept secret. Rolling green pastures, a dazzling coastline, some of the best European-style food and wine in these latitudes, and warm locals. On this Signature Journey, explore the captivating coastal capital of Montevideo and check out the wine country before heading east to the low-key yet chic village of José Ignacio with endless dunes and beaches. Meet food artisans and wine growers; savor scrumptious seasonal foods, grilled meats, and ethereal cheeses; sip deliciously different wines; and even connect with your inner gaucho on horseback. What we love most about Uruguay is their art of chilling out–or what the locals call desenchufar. The perfect reboot for modern life.

If you would like a detailed itinerary for this Signature Journey, including hotel information, please contact us at

Day 1
Bienvenidos a Uruguay! Arrive in Montevideo in the morning and transfer to your gorgeous Belle Époque hotel on the shores of the Rio de la Plata, River Plate, the grand estuary between Uruguay and Argentina. Unwind from the journey and settle into local rhythms. Gather with your fellow travelers in the early evening for a scenic sunset aperitivo and after, a wine-pairing dinner at an intimate restaurant with an acclaimed local chef. The perfect way to kick off this fabulous journey!

Day 2
Today, begin the exploration in Montevideo, the charming capital to get immersed in Uruguayan culture. Visit a bustling Saturday morning market where local farmers bring their seasonal produce, artisan cheeses, dulce de leche, and many other treats. Take in the gorgeous vistas of the River Plate from the twenty-kilometer rambla as we continue to Cuidad Vieja, the old city. Walking tour of this historic area of the city including a stop at the fabled Mercado del Puerto (asado, barbeque, heaven). For lunch, pull up a seat at a tapas bar using regional ingredients with a Uruguayan flair. This evening, join together for dinner at the bustling bistro of one of Uruguay’s leading young chefs. The expressive, clean, soulful cuisine is the perfect way to end a delicious day.

Day 3
Get ready for an education in Uruguayan wines! Dive into the primary wine region, Canelones, just outside of Montevideo. Visit the wine cellars of friends with their boutique wineries. Both are second-generation immigrants from Italy, each one unique in their approach. Walk the vineyards and after, taste their top wines. Lunch is prepared by winemaker’s wife and focuses on simple, fresh cuisine as the perfect complement to their expressive wines. Return to Montevideo and enjoy the rest of the afternoon and an evening on your own.

Day 4
Say chau to Montevideo after breakfast and head to the Maldonado region. First visit the olive oil project of two passionate entrepreneurs. Taste their fruity, piquant oil alongside artisan cheeses and salami with a scenic view of the valley below. Nearby, lunch at a sleek, contemporary winery with mineral-laden wines. Delicioso! Wrap up the day with a visit to friends who make wine as a way of life. Tucked away on a scenic bluff, they create wine beauties like their signature white Viognier and red Tannat blend. Take the “Uruguayan Riviera” from Punta del Este to Jose Ignacio passing through adorable villages along the way. Check into your base in the countryside just outside the chic village of Jose Ignacio with stunning views of the rolling hills and azure sea. Ah, this is the life!

Day 5
Wake up to the sounds of nature. Breakfast at the estancia and then saddle up this morning with the gauchos to set off into the rolling countryside dotted with poplar trees and swaying palms– there’s always a cool breeze coming off the sea. After the ride, freshen-up at the hotel and head into the village of Jose Ignacio to one of our favorite restaurants in South America (and any beach, really!). Nestled in the dunes of Playa Brava, this exquisite, soulful food paired with some of the Maldonado’s tastiest white wines. After lunch, hit the sand for a well-deserved siesta, or peruse the town with is charming shops and iconic lighthouse. Dinner is on your own at one of the area’s many fine restaurants.

Day 6
Enjoy a leisurely morning at the hotel before heading to the glitzy summer resort of Punta del Este to the west. In Punta del Este, visit highlights of the coastline and city from the wavy bridge of La Barra to “La Mano”, the giant hand, emerging from the sand of Playa Brava. See where the River Plate and Atlantic Ocean meet at the Punta with its lighthouse. Visit the atelier of Uruguay’s best-known artist, and stay on for a private picnic lunch in their verdant, peaceful park. Return to the hotel to relax before gathering in the evening to learn about the secrets of Uruguayan asado. After we’ll feast on the succulent grilled meats paired with the estancia’s outstanding house wine.

Day 7
Uruguay’s onda, vibe, is all about kicking back and relaxing…taking life at a leisurely pace. Turn off your phone today and Go explore as much as you wish. Relish the exquisite Uruguayan Riviera with its azure skies, seas, and balmy breezes.

Day 8
Join together this morning to head out to the sleepy country town of Garzón, 30 minutes away by vehicle but forever untouched by time. Visit the charming little town first, and then continue into the countryside to a winery perched high above a hillside with stunning views. Billowy clouds move through the blue sky and the vine-planted hills are reminiscent of Tuscany. Sit-down to a guided tasting lunch in their restaurant (with a view!) paired with their outstanding wines from Albarino to Tannat. After lunch, return to the hotel and afternoon to rest. A walk on the beach or horseback ride in the countryside (included in your stay), will surely build up your appetite. Tonight, rendezvous for our last sunset together from the most privileged location of Jose Ignacio on Playa Mansa. As the sun sinks into the western sky, with Punta del Este in the horizon, say salud to a great trip and the natural beauty of Uruguay and it’s people. After, a tasting of artisan cheeses and tapas as say adios to this lovely place.

Day 9
Breakfast and morning on your own. Checkout at noon. Private transfer to Montevideo Carrasco airport for your departing international flight. Buen viaje, amigos!

Want to learn more? Contact us for a detailed itinerary at