10 Days | Starting from $5,400 per person.

10days

starting at

$5,400

all included
personalized
expert guidance*

Chile Wine Tasting

Chile’s Coast, The Andes & Wine Country Escape

Explore Valparaíso and the Wine Valleys of Maipo, Casablanca & Colchagua

Stay in boutique vineyard lodges surrounded by nature.
Enjoy seasonal, locally sourced gourmet meals.
Meet winemakers and explore family-run vineyards.
Hike nearby trails or bike through scenic vineyards.
Discover Valparaíso, a UNESCO-listed port city alive with color, murals, and coastal charm.

*Please Note: All prices are in USD per person, based on double occupancy. Airfare is not included. As itineraries are custom designed for you, final pricing may vary depending on your travel dates. Pricing is subject to change.

Uncork Adventure in the Heart of Chile’s Wine Valleys

Begin your journey in the vibrant port city of Valparaíso, where colorful hilltop neighborhoods, street art, and coastal charm set the tone for a week of discovery through Chile’s wine country. From there, travel inland through the Casablanca, Maipo, and Colchagua valleys—each offering a unique mix of world-class wines, sweeping vineyard landscapes, and warm hospitality. Taste your way through family-run wineries and elegant estates, enjoy traditional Chilean asados under open skies, and savor farm-to-table meals that showcase local flavors. Along the way, take in the majestic backdrop of the Andes Mountains, adding drama and beauty to every stop. This personalized adventure blends culture, cuisine, and unforgettable scenery into the perfect escape for wine and nature lovers alike.

This sample itinerary, crafted by experts, is designed to inspire your next adventure. It can be fully customized to match your interests, preferences, and budget, allowing you to connect with local cultures and enjoy an authentic travel experience on your own terms, with the freedom to depart whenever you choose.

Day 1

Arrival in Valparaíso: Coastal Charm and Welcome Toast

Settle into Casa Higueras, a beautiful heritage hotel perched in the hills of Valparaíso. Take a gentle afternoon walk through Cerro Alegre, where Valparaíso’s bohemian spirit comes alive in vibrant murals and a harmonious blend of eras and styles. Wander through its eclectic architecture, winding streets, and terraces that open to sweeping views of the Pacific Ocean. The rich history and artistic spirit of Valparaíso will leave you enchanted.
In the evening, enjoy a rooftop welcome toast paired with local white wines and a view of the Pacific.

Accomodation: Casa Higueras.

Day 2

Valparaíso: Art, Culture, and Coastal Cuisine

Wake up to ocean views and enjoy a leisurely breakfast on the terrace. After a visit to Pablo Neruda’s La Sebastiana, embark on an exciting journey to Valparaíso, a coastal city renowned for its unique charm and cultural significance. As a UNESCO World Heritage site, Valparaíso captivates visitors with its colorful houses and intricate network of steep funiculars. Valparaíso is a canvas of creativity, known worldwide for its dynamic street art scene. Spend the late morning delving into this artistic treasure trove. Wander through alleys and staircases adorned with vibrant murals and graffiti, each telling a story or expressing a unique artistic vision. For lunch savor a seafood lunch at a cliffside restaurant.
After soaking in the artistic ambiance of Valparaíso, head to the neighboring city of Viña del Mar, famed for its stunning beaches and lush gardens. The contrast between the bohemian spirit of Valparaíso and the refined elegance of Viña del Mar makes for a delightful transition. Enjoy a relaxed evening at the terrace in your hotel.

Accomodation: Casa Higueras.

Day 3

From Valparaiso to Casablanca Valley: Casas del Bosque and Vineyard Dining

After breakfast, drive into the rolling hills of the Casablanca Valley, Chile's emblematic white wine region. Your first stop is Casas del Bosque, where you will enjoy a private vineyard tour followed by a guided tasting of their award-winning Sauvignon Blanc, Chardonnay, and cool-climate Syrah. Lunch is a highlight today, served al fresco at Tanino, the winery’s acclaimed restaurant. Dine among vineyards and eucalyptus trees with a seasonal menu designed to pair beautifully with the estate's wines. For those wishing to linger a little longer, extend your wine tasting experience with a leisurely bike ride through the vineyard or unwind in the serene garden overlooking the vines.
In the afternoon, continue to Matetic Winery, a biodynamic pioneer nestled in the Rosario Valley. A scenic vineyard tour and curated tasting reveal the finesse of their organic wines. Your evening is spent in peaceful countryside lodging, immersed in vineyard serenity.

Accomodation: La Casona Maetetic Vineyard.

Day 4

From Casablanca Valley to Maipo Valley: Matetic Winery & Scenic Transfer to Maipo Valley

Begin your day immersed in the natural beauty of the Rosario Valley with a guided vineyard walk and tasting at Matetic, a pioneer in biodynamic winemaking. Stroll between sun-drenched vines as you learn how the rhythms of nature shape each bottle, then savor a selection of their expressive Syrahs and Sauvignon Blancs in a serene tasting room framed by rolling hills. After a fresh, locally sourced lunch, continue your journey south toward the lush Maipo Valley. By late afternoon, arrive at Las Majadas del Pirque, a historic French-style estate now transformed into a boutique wine hotel. Nestled amid century-old trees and landscaped gardens, it offers an air of quiet elegance. Settle in, explore the grounds, or simply relax before gathering for a refined dinner featuring seasonal Chilean fare paired with Carmenère—the region’s signature varietal.

Accomodation: Hacienda Las Majadas de Pirque.

Day 5

Maipo Valley: Santa Rita Winery & LOF Boutique Experience

Today you head southeast toward the Maipo Valley, one of Chile’s oldest and most traditional wine regions. Your first stop is the historic Santa Rita Winery, where you'll walk through elegant gardens and colonial cellars, then enjoy a tasting of iconic reds like Cabernet Sauvignon and Carmenère and a visit to The Museo Andino. A modern museum housing over 3,000 Pre‑Columbian and colonial artifacts, including wooden Moai from Easter Island and Mapuche silverwork. Enriching your visit with Chile’s rich cultural tapestry.
Lunch is served at Doña Paula Restaurant, set within the winery’s original 19th-century estate house. The menu features refined Chilean cuisine, complemented by estate-paired wines.
In the afternoon, visit LOF Boutique Winery, a family-run project producing small-lot, expressive wines. Meet the winemaker, taste directly from the barrel, and enjoy a relaxed conversation about terroir, innovation, and passion.
Return to your charming Estate for a quiet evening with optional firepit tasting.

Accomodation: Hacienda Las Majadas de Pirque.

Day 6

From Maipo Valley to Colchagua Valley: Journey to Colchagua Valley — Into the Heart of Reds

After breakfast, set out on a scenic drive south from the Maipo Valley into the world-renowned Colchagua Valley, a region celebrated for its lush vineyards, rolling hills, and powerhouse red wines like Carménère, Cabernet Sauvignon, and Syrah. As the landscape transitions into sun-drenched plains dotted with olive groves and quaint farmhouses, you’ll feel a deeper connection to Chile’s viticultural soul.
Upon arrival, check in at the Viu Manent Wine Lodge, a charming boutique retreat nestled among the estate’s own vines. The lodge blends rustic elegance with wine-country serenity, offering panoramic views of the surrounding Andes foothills. After settling in, step aboard a horse-drawn carriage for a leisurely ride through the vineyard. It’s a timeless way to explore the estate, with the scent of eucalyptus and the soft rustle of vines accompanying your journey.
Later, unwind with a stroll through the vineyard’s trails or simply relax on your private terrace. As evening falls, gather for a welcome dinner featuring flame-grilled meats, seasonal vegetables, and a bold glass of estate-grown Syrah. The atmosphere is both intimate and celebratory—an invitation to slow down and savor each bite and sip.

Accomodation: VIBO Wine Lodge, Viu Manent.

Day 7

Colchagua Valley: Viu Manent & Montes Wineries

Wake up to the peaceful hush of the countryside and begin your day with a private tour and tasting at Viu Manent Winery. Known for its deep roots in Chilean wine history, Viu Manent specializes in expressive Carménère and Malbec, aged in French oak barrels. Learn about their sustainable viticulture and traditional winemaking methods as you sample several of their best vintages.
For lunch, enjoy a relaxed, open-air meal at the winery’s Rayuela Wine & Grill, perched on a hill with views over the vineyards. The menu is inspired by local ingredients and wood-fired cooking—expect freshly grilled seafood, artisan cheeses, and seasonal vegetables paired with a crisp Rosé or aromatic Chardonnay.
In the afternoon, continue to the nearby Montes Winery, a striking modern estate surrounded by native forest and cascading waterfalls. The winery’s feng shui-inspired design enhances the natural flow of energy, while Gregorian chants echo softly through the barrel room—creating a reverent atmosphere for wine aging. Enjoy a guided tour that highlights Montes' innovation in gravity-flow production and taste their flagship Montes Alpha M, a structured Bordeaux-style blend that has garnered international acclaim. As the sun begins to dip behind the Andes, return to your lodge for a quiet dinner and sunset wine tasting on the terrace.

Accomodation: VIBO Wine Lodge, Viu Manent.

Day 8

From Colchagua Valley to Santiago: Local Encounters and Transfer to Santiago

On your final morning in Colchagua, you have the option to relax at the lodge or explore the nearby town of Santa Cruz, the cultural heart of the valley. Visit the Colchagua Museum, one of South America’s finest, which features fascinating exhibits on pre-Columbian artifacts, Spanish colonial art, and even wine-making tools from centuries past. Alternatively, browse the Santa Cruz artisan market, where you’ll find handwoven textiles, handmade jewelry, and local crafts perfect for souvenirs.
After a casual lunch at a garden café or wine bar in town, begin the return journey north to Santiago. By late afternoon, check into La Rêve Boutique Hotel, tucked within the charming Providencia neighborhood. This stately French-style townhouse offers intimate rooms and lush courtyards, ideal for unwinding after your countryside escape.
Cap the day with a casual dinner at a nearby bistro, where you can toast the end of your wine-country adventure with a final glass of Chilean Carménère or Sauvignon Blanc.

Accomodation: La Reve Boutique Hotel.

Day 9

Santiago: City Life with a Local Lens

Explore Santiago’s highlights with a private guide: your journey begins at Plaza de Armas, where the city's history comes to life amid grand colonial buildings and the impressive Metropolitan Cathedral. Steps away is the Central Post Office, an elegant building that adds to the historical ambiance of the square. Continue on to La Moneda Palace for a glimpse into Chile’s political and architectural legacy. Then, delve into Chile’s cultural roots with visits to the Pre-Columbian Art Museum and the Museo Chileno de Arte Colonial. As the day transitions into evening, we make our way to Cerro San Cristóbal. A funicular ride up the hill presents an unforgettable experience, offering panoramic views of Santiago and the majestic Andes mountains that frame the city. This vantage point is perfect for capturing the scenic beauty of the city as the sun sets, casting a golden hue over the landscape. Cap off your last day with a farewell dinner at El Mestizo located in Parque Bicentenario, a lush urban haven where swans wade in mirror-still ponds and locals stroll under Chilean palm trees.

Accomodation: La Reve Boutique Hotel.

Day 10

Santiago: Farewell Chile! Toast to the Valleys

Enjoy one final breakfast in the shaded garden of your boutique hotel. Depending on your flight time, visit Costanera Center or the nearby MUT mall to pick up design-forward Chilean crafts and gifts. A private transfer to the airport concludes your personalized Patagonia Forest journey through Chile.

For those looking to extend their South American journey, our LolaRoute Specialists are ready to provide expert advice, helping you make the most of every moment—whether it's exploring the Valle Nevado for ski adventure, discovering Atacama Desert, or venturing to the wonders of Torres del Paine. Que le vaya bien, Chao y Salud!

Day 1

Arrival in Valparaíso — Coastal Charm and Welcome Toast

Begin your journey in vibrant Valparaíso, exploring colorful streets and murals. Enjoy seafood and a coastal sunset toast with local wine at your hotel terrace.

Day 2

Explore Valparaíso – Cultural Immersion

Visit Neruda’s home, enjoy coastal cuisine, and dive into Valparaíso’s colorful art and culture. For lunch savor a seafood meal at a cliffside restaurant. Afternoon in Viña del Mar coastal town.

Day 3

Casablanca Valley — Casas del Bosque & Matetic Vineyards

Tour and taste award-winning wines at Casas del Bosque, followed by lunch at their vineyard restaurant. Continue with a biodynamic tasting at Matetic and relax at their serene countryside estate.

Day 4

Vineyard Walk — Into the Heart of Reds

Start your day with a guided vineyard walk and tasting at Matetic Winery. After a fresh, local lunch, enjoy a scenic drive to Maipo Valley. Arrive at the elegant Las Majadas de Pirque.

Day 5

Journey to the Maipo Valley — Roots of Chilean Wine

Explore historic Santa Rita Winery for tastings, a gourmet lunch and visit to the museum. Later, enjoy an intimate barrel tasting at boutique LOF Winery before retreating to your elegant retreat.

Day 6

Colchagua Valley — Viu Manent & Montes Wineries

Take a carriage tour and tasting at Viu Manent, enjoy lunch with vineyard views, then explore Montes Winery's architectural beauty and premium reds.

Day 7

World-Class Wineries — Scenery in Colchagua

Spend the day exploring two of the region’s most iconic wineries—Viu Manent and Montes. Enjoy guided tastings, a scenic vineyard lunch, and stunning views, before returning to your lodge for a relaxing evening with wine at sunset.

Day 8

Return to Santiago — Farewell with Flavor

Enjoy a leisurely morning with the option to visit Santa Cruz’s artisan market and museum. After lunch, travel back to Santiago and settle into a boutique hotel in Providencia, with free time to enjoy dinner nearby.

Day 9

Discover Santiago — Cultural Immersion

Explore Santiago’s cultural highlights with a local guide, ride the funicular up Cerro San Cristóbal for sweeping views of the city and Andes. End the day with a farewell dinner at El Mestizo.

Day 10

Hasta pronto Chile!

Savor a final breakfast in the garden before a relaxed morning of last-minute shopping or a final glass of Carménère. A private transfer to the airport marks the close of your unforgettable journey through Chile’s wine valleys.

Casa Higueras

Valparaíso

Located on the historic hills of Cerro Alegre with sweeping views of Valparaíso Bay, Casa Higueras is a refined boutique hotel that blends the charm of a 1920s mansion with modern elegance and comfort. This beautifully restored property offers a peaceful retreat amid the vibrant colors and artistic spirit of Valparaíso, Chile’s cultural capital. Guests can relax in tastefully appointed rooms, unwind in the terraced gardens, or take a dip in the infinity pool overlooking the Pacific Ocean. The hotel’s acclaimed restaurant serves exquisite Chilean cuisine with a focus on local ingredients, making it a culinary destination in its own right. Just steps away from Valparaíso’s famous funiculars, art galleries, and bohemian cafés, Casa Higueras is the perfect base for discovering the city’s rich history, UNESCO-listed architecture, and creative energy—all while enjoying exceptional service and serene luxury.

La Casona Matetic Vineyard

Casablanca

Nestled in the serene Rosario Valley, La Casona at Matetic Vineyards is a charming colonial country home with over a century of history. Fully restored in 2004 by the renowned Max Cummins, this elegant retreat offers seven beautifully designed rooms, blending classic charm with modern comfort. Set amidst the rolling vineyards of the San Antonio Valley, La Casona invites guests to unwind in a tranquil setting, explore the picturesque estate, and indulge in exceptional wine tastings. Whether strolling through the vineyards, savoring world-class wines, or simply relaxing in the peaceful countryside, every moment here is an invitation to luxury and relaxation.
Located 120 km from Santiago, between Casablanca and San Antonio, La Casona at Matetic Vineyards offers an unforgettable experience of personalized service, warm hospitality, and a true taste of Chilean wine country.

Hacienda las Majadas de Pirque

Maipo Valley

Since the 16th century, Hacienda Las Majadas has been part of Pirque's history. Experience timeless elegance and authentic Chilean charm in this beautifully restored 1907 French-style palace nestled within a 20-acre park of centennial trees, at the heart of the Maipo Valley. This exclusive retreat combines historic architecture with modern design, offering guests a peaceful sanctuary surrounded by nature, vineyards, and the Andes mountains. Whether you're enjoying gourmet cuisine made with local ingredients, strolling through its majestic gardens, or unwinding in thoughtfully designed rooms that balance tradition and comfort, every detail invites you to relax, connect, and discover the soul of Chilean hospitality.

Viña LOF

Maipo Valley

Viña LOF Bed and Breakfast offers a warm and intimate escape in the heart of Chile’s famed wine region, tucked away in the rolling hills of Chile’s renowned Maipo Valley. This charming boutique is a hidden gem for wine lovers and nature seekers alike, sits within a family-run vineyard, offering guests a warm, personalized stay just an hour from Santiago and Valparaíso. Surrounded by vineyards and Andean foothills, guests can enjoy peaceful mornings with homemade breakfasts crafted from local ingredients, followed by days of wine tasting, walking through the vines, or simply relaxing in the serene countryside.
With a cozy room with breathtaking views, and easy access to nearby wineries and natural attractions, Viña Lof provides a soulful, authentic experience.

Le Reve Boutique Hotel

Santiago

At Le Rêve Boutique Hotel, the team is dedicated to making you feel completely at home amidst the serene and beautiful surroundings of this charming property. Spread across four floors, the hotel offers rooms with views of the garden, as well as balconies, terraces, and three luxurious suites. A Chilean national monument, the building’s original French architecture has been meticulously restored, blending timeless elegance with modern technological advancements.
The rooms are thoughtfully decorated, providing a peaceful haven for restful, rejuvenating sleep. Designed for travelers seeking exceptional service and an unforgettable experience, Le Rêve is located in a vibrant neighborhood ideal for exploring on foot, with easy access to business districts and major tourist attractions. It's the perfect base for your next visit to Santiago.

VIBO Wine Lodge, Viu Manent

Colchagua Valley

Perched among the rolling vineyards of the Colchagua Valley in Santa Cruz, VIBO Wine Lodge at Viu Manent offers a luxurious and immersive wine country escape in one of Chile’s premier wine regions. Surrounded by the historic Viu Manent estate, this elegant boutique lodge features contemporary design, warm hospitality, and breathtaking views of the Andes and vine-covered hills. Each suite is thoughtfully designed for comfort and serenity, with private terraces and access to nature. Guests can enjoy exclusive wine tastings, bike rides through the vineyards, gourmet meals at the on-site restaurant, and guided tours of the renowned Viu Manent winery. Perfect for wine lovers and couples seeking relaxation, VIBO Wine Lodge blends modern sophistication with authentic Chilean winemaking heritage, making it an unforgettable destination for travelers

What's Included

A fully customized itinerary based on your interests and schedule
Hand-picked selected accommodations
Daily breakfast and all meals included in your itinerary
Cultural and adventurous excursions
Privately guided and fully supported experience. Bilingual
Visits to museums and local markets
Hikes and nature walks
Culinary sessions with delicious local cuisine
Professional private driver. One suitcase and one carry-on per person for trip transfer
Tips, taxes, and fees.

What's not Included

International airfare and insurance.
Kindly inform your expert if you’d like to receive pricing from our team
Personal expenses such as phone calls, laundry, or room service
Early check-in or late check-out from hotels
Excursions and/or activities not specified in the included
Food or alcoholic beverages not specified in the itinerary