Uruguay is South America's best-kept secret for the discerning traveler. This 19-day odyssey takes you beyond the typical tourist path, focusing on the country's unique blend of 'tranquilo' lifestyle and high-end sophistication. You will traverse the historic streets of Montevideo, sip Tannat in the sun-drenched vineyards of Carmelo, and unwind in the ultra-exclusive beach enclaves of José Ignacio.
Designed for those who appreciate the finer things, this route prioritizes private transfers, elite accommodations like the Vik retreats, and gastronomic experiences that define the Southern Cone's culinary excellence. Prepare for an immersive journey where luxury is not just a service, but a way of life.
The Itinerary
Day 1: Montevideo, Uruguay - Arrival & Capital Elegance
VIP Arrival at Carrasco International Airport
Touch down at South America's most beautiful airport and enjoy a seamless private transfer to your hotel in the upscale Carrasco neighborhood.
Lunch at Mercado del Puerto
Experience the theatricality of an authentic Uruguayan 'parrilla' at this historic iron-structure market, enjoying premium cuts of grass-fed beef.
Stroll Along La Rambla
Enjoy a private guided walk along the world's longest continuous sidewalk, witnessing the local culture of mate-drinking against the backdrop of the Río de la Plata.
Fine Dining at 1921 Restaurant
Indulge in French-Uruguayan fusion at the Sofitel Montevideo Casino Carrasco, one of the most iconic buildings in the city.
Day 2: Montevideo, Uruguay - Historic Grandeur
Ciudad Vieja Discovery
Explore the Old City's colonial architecture, starting at Plaza Independencia and the striking Palacio Salvo.
Teatro Solís Private Tour
Gain behind-the-scenes access to Uruguay's most prestigious theater, a masterpiece of neoclassical design.
Museum of Pre-Columbian and Indigenous Art (MAPI)
View an impressive collection of regional artifacts housed in a stunningly restored 19th-century building.
Tango Dinner Experience
Enjoy an intimate, high-end tango performance paired with local wine, celebrating the shared heritage of the Río de la Plata.
Day 3: Montevideo, Uruguay - Vineyard & Art
Bodega Bouza Wine Tasting
A short drive from the city, this boutique winery offers world-class Tannat and a fascinating collection of vintage cars.
Gourmet Lunch at the Vineyard
Dine overlooking the vines, pairing local delicacies with the winery's reserve labels.
Juan Manuel Blanes Museum
Visit the 'Museum of Fine Arts' to see the works of Uruguay’s most famous painters, set within a beautiful park and Japanese garden.
Sunset Cocktails at the World Trade Center
Enjoy panoramic city views from one of the highest points in Montevideo while sipping expertly crafted cocktails.
Day 4: Carmelo, Uruguay - The Riverside Retreat
Private Transfer to Carmelo
Travel in comfort across the Uruguayan countryside toward the serene wine region of Carmelo.
Check-in at Narbona Wine Lodge
Settle into this exclusive boutique lodge, a member of Relais & Châteaux, located on one of the country's oldest farms.
Cheese and Wine Pairing
Taste artisanal cheeses produced on-site, perfectly matched with Narbona’s award-winning Pinot Noir.
Al Fresco Dinner
Dine under the stars in the Narbona courtyard, featuring farm-to-table ingredients.
Day 5: Carmelo, Uruguay - Vineyards & Fairways
Golfing at Carmelo Resort
Enjoy a round at one of South America's top-rated golf courses, featuring 18 holes set among lakes and trees.
Picnic at El Legado Winery
Relax with a luxury picnic basket and a bottle of Syrah at this family-run boutique winery.
Spa Treatment
Indulge in a vinotherapy session at your resort, utilizing the antioxidant properties of grape seeds.
Dinner at Pura
Enjoy refined Uruguayan cuisine at the Carmelo Resort & Spa, focusing on river fish and local produce.
Day 6: Carmelo, Uruguay - River Serenity
Private Boat Excursion
Navigate the delta of the Río de la Plata, exploring hidden channels and the lush flora of the river islands.
Lunch at Puerto Camacho
Dine at this charming riverside spot known for its fresh pasta and relaxed atmosphere.
Visit to Calera de las Huérfanas
Explore the historic Jesuit ruins, a window into the colonial past of the region.
Sunset at the River Dock
Witness the spectacular 'golden hour' over the water with a glass of local white wine.
Day 7: Colonia del Sacramento, Uruguay - Colonial Charm
Drive to Colonia del Sacramento
A short, scenic drive brings you to the UNESCO World Heritage site, one of the oldest towns in Uruguay.
Check-in at Charco Hotel
Stay in the heart of the historic quarter in a beautifully restored colonial building overlooking the river.
Barrio Histórico Walking Tour
A private guide will lead you through the 'Calle de los Suspiros' and explain the Portuguese and Spanish influences on the architecture.
Dinner at El Buen Suspiro
Enjoy a candlelit dinner in an 18th-century stone house, specializing in local charcuterie and wine.
Day 8: Colonia del Sacramento, Uruguay - History & Views
Colonia Lighthouse Climb
Ascend the historic lighthouse for the best panoramic views of the terracotta roofs and the river.
Lunch at Mesón de la Plaza
Savor traditional flavors in a garden setting in the center of the historic district.
Plaza de Toros Real de San Carlos
Visit the newly restored bullring, an architectural marvel and cultural center on the outskirts of town.
Sundowners at the Port
Watch the ferries arrive and depart while enjoying the river breeze.
Day 9: Punta del Este, Uruguay - The Jet Set Arrival
Transfer to Punta del Este
Travel across the southern coast to South America's most glamorous resort city.
Check-in at The Grand Hotel
Experience eco-luxury and beachside views on the famous Brava Beach.
The Hand Sculpture (La Mano)
Visit the iconic sculpture in the sand, a must-see landmark of Punta del Este.
Dinner at Lo de Tere
One of the city's most prestigious restaurants, offering refined seafood and a deep wine list.
Day 10: Punta del Este, Uruguay - Art & Architecture
Casapueblo at Punta Ballena
Visit Carlos Páez Vilaró’s 'living sculpture,' a stunning white citadel built into the cliffs.
Lunch at Las Grutas
Dine in a unique location nestled between the rocks and the sea.
Fundación Pablo Atchugarry
Explore this vast sculpture park and contemporary art space in the hills of Manantiales.
Dining in La Barra
Cross the famous wavy bridge to enjoy the trendy nightlife and restaurants of the La Barra district.
Day 11: Punta del Este, Uruguay - Island Life
Private Yacht Charter
Depart from the port for a private cruise around Isla Gorriti and Isla de Lobos, home to a massive sea lion colony.
Lunch on Board
Enjoy a catered lunch of fresh seafood and chilled champagne while anchored in a quiet bay.
Boutique Shopping on Calle 20
Browse high-end fashion brands like Louis Vuitton and Fendi in the city's luxury shopping district.
Conrad Casino Night
Try your luck at the Enjoy Punta del Este Casino, the center of the city's social scene.
Day 12: Punta del Este, Uruguay - Coastal Leisure
Playa Mansa Relaxation
Spend the morning at an exclusive beach club on the calmer 'Mansa' side of the peninsula.
Lunch at I'marangatú
A sophisticated beach house offering Mediterranean-inspired dishes with views of the bay.
Ralli Museum
Visit this quiet oasis housing an impressive collection of contemporary Latin American and European art, including works by Dalí.
Gourmet Dinner at Cuatro Mares
Hidden in the old part of the city, this restaurant offers creative local cuisine in a cozy, upscale setting.
Day 13: Punta del Este, Uruguay - The Inland Hills
Excursion to Garzón
Head inland to the sleepy town of Garzón, a hub for high-end olive oil and wine production.
Bodega Garzón Experience
Tour this state-of-the-art winery, the first sustainable winery outside North America.
Francis Mallmann’s Garzón
Experience the world-renowned 'open fire' cooking of chef Francis Mallmann at his signature restaurant.
Olive Oil Tasting
Visit the Colinas de Garzón estate to sample award-winning extra virgin olive oils.
Day 14: José Ignacio, Uruguay - BoHo-Chic Retreat
Transfer to José Ignacio
Move further east to the ultra-exclusive village favored by international celebrities.
Lunch at La Huella
Secure a table at arguably the most famous beach restaurant in the world for grilled octopus and local wine.
Check-in at Playa Vik
Settle into your architectural masterpiece villa, where contemporary art meets oceanfront luxury.
Private Villa Dinner
Enjoy a personal chef experience at your retreat, tailored to your dietary preferences.
Day 15: José Ignacio, Uruguay - Estancia Living
Horseback Riding at Estancia Vik
Ride with local gauchos through the rolling hills and wetlands surrounding this Spanish colonial-style estate.
Traditional Asado Lunch
Participate in a classic Uruguayan barbecue at the estancia, featuring premium meats and organic vegetables.
Canoeing on the Laguna
Explore the serene waters of the nearby lagoon, a haven for local birdlife.
Sunset at José Ignacio Lighthouse
Walk to the iconic lighthouse to watch the sun dip below the Atlantic horizon.
Day 16: José Ignacio, Uruguay - Wellness & Waves
Sunrise Yoga
Start your day with a private yoga session on the terrace overlooking the ocean.
Lunch at Marismo
A hidden gem tucked in the dunes, serving exquisite slow-cooked lamb and fresh local catches.
Surfing Lesson
Take a private lesson at the Playa Brava, known for its consistent waves and expert instructors.
Dinner at Mostrador Santa Teresita
Enjoy a sophisticated buffet-style dinner created by chef Fernando Trocca, focusing on seasonal abundance.
Day 17: Rocha Coast, Uruguay - Wild Rocha Day Trip
Private 4x4 Tour to Cabo Polonio
Travel through the sand dunes to this off-grid village, home to a lighthouse and a massive sea lion colony.
Lunch at La Perla del Cabo
Experience the freshest possible seafood in this remote, electricity-free coastal outpost.
Laguna de Rocha Birdwatching
On the return, stop at this protected lagoon to see flamingos and other migratory birds.
Stargazing in José Ignacio
With minimal light pollution, the night sky here is breathtaking; enjoy a guided astronomy session.
Day 18: Montevideo, Uruguay - The Final Stretch
Return Transfer to Montevideo
A relaxing drive back to the capital for your final evening.
Lunch at Jacinto
Dine at Lucía Soria’s celebrated restaurant in Ciudad Vieja, known for its creative and artisanal approach.
Leather Goods Shopping
Visit exclusive ateliers like Manos del Uruguay for high-quality wool and leather products.
Farewell Dinner at La Bourgogne
Celebrate your journey at the city's finest French restaurant, a temple of gastronomy.
Day 19: Montevideo, Uruguay - Farewell
Leisurely Breakfast at the Hotel
Enjoy one last Uruguayan breakfast of medialunas and fresh fruit.
Parque Rodó Visit
A final stroll through the city's favorite park, home to an outdoor photography gallery and local art.
Final Souvenir Hunt
Pick up high-end alfajores and local dulce de leche to take home.
VIP Chauffeur to Carrasco Airport
Enjoy a private transfer for your departure, reflecting on 19 days of luxury and discovery.
Best Time to Visit Uruguay
The ideal time to visit Uruguay is during the Southern Hemisphere's spring and summer, from November to March. For the full 'Luxury Escape' experience in Punta del Este and José Ignacio, January is the peak of the social season, though February offers a more relaxed yet still vibrant atmosphere. If you prefer vineyard visits and cooler weather for city exploration, the shoulder seasons of October and April provide mild temperatures and fewer crowds.
Currency & Money
The local currency is the Uruguayan Peso (UYU). While major luxury establishments, hotels, and restaurants in Montevideo and Punta del Este widely accept international credit cards (Visa and Mastercard being most common), it is advisable to carry some cash for smaller boutiques or rural areas. Tipping culture is standard at around 10% in restaurants, and it is common to tip private drivers and tour guides for exceptional service.
Getting Around Uruguay
For a luxury itinerary, private chauffeur-driven transfers are the preferred method of intercity travel, offering comfort and flexibility. Uruguay does not have a domestic flight network for short distances or a passenger rail system. High-end executive bus services (like EGA) offer 'Cama' (bed) class seats for longer routes, but for the most seamless experience, private car services are recommended. Within cities, Uber is widely available and reliable for short hops.