WELCOMEHay viajes que se reservan. Y hay viajes que se confían.
Soy Olesea. Nací en Moldavia, hablo seis idiomas, y elegí Chile como casa. Desde aquí diseño viajes que no caben en catálogos: cada itinerario es una conversación, cada destino una promesa, cada huésped una historia que merece ser contada despacio.Patagonia, Los valles del vino, Mendoza al otro lado de los Andes, Santiago bajo la luz que solo conocen los locales. Bienvenidos a la versión privada de Sudamérica.
OUR CURATOR
Llegué a Chile porque el destino así lo quiso. Lo descubrí caminando: en una bodega de Casablanca al amanecer, en el silencio de Torres del Paine, en una conversación con un pescador en Chiloé.
Hablo seis idiomas — ruso, rumano, inglés, español, italiano, alemán — pero el único que importa al final del día es el que cada huésped trae consigo. Esa es mi promesa: escuchar primero, diseñar después.
Trabajé años acompañando viajeros VIP a través de operadores de élite en Chile. Hoy curo mis propios viajes, uno a uno, sin intermediarios.
Our Journeys
Santiago Discovery
Three days exploring the capital — Cerro San Cristóbal, private wine tasting in Maipo Valley, dinner at Boragó or 040.
Santiago & Valparaíso
Four days combining the capital and the Pacific — Casablanca Valley wineries, Neruda’s Isla Negra, Cerro Concepción bohemia.
Wine Lover’s Journey
Five days across Maipo, Casablanca & Colchagua — Don Melchor, Matetic, Lapostolle, and a night at Viña Vik.
Chile Central Grand Tour
Seven days connecting Santiago, the wine valleys, Valparaíso and Viña Vik — the complete Chile Central experience.
Half Day City Tour
Four-hour route through Santiago — Cerro San Cristóbal, Lastarria, Plaza de Armas with a private guide.
Casablanca & Valparaíso
Full day visiting two boutique wineries in Casablanca Valley plus afternoon in Valparaíso's heritage hills.
Wine Tour Maipo Premium
Eight hours in Maipo Valley — Don Melchor’s private cellar plus Santa Rita with traditional Chilean lunch.
La Vega + Culinary Experience
Six hours exploring Santiago’s central market followed by a private cooking class with Chilean ingredients.
Helicopter to the Andes
Aerial transfer Santiago → Andes peak with champagne brunch at altitude. Two-hour exclusive experience.
Don Melchor Cellar Visit
Private immersion at Concha y Toro’s icon wine — barrel tasting, winemaker conversation, paired dinner.
Astronomical Atacama Day
Same-day private jet to Atacama — afternoon observatory tour + dinner under the world’s clearest sky.
Cooking with a Chef
Private cooking class with a Chilean fine-dining chef — market visit, four-course menu, paired wines.
Torres del Paine VIP
Five days in the legendary national park — premium lodge accommodation, private hikes to Mirador Base Torres, French Valley, Grey Glacier.
Patagonia Lake District
Four days exploring Puerto Varas, Frutillar and Llanquihue Lake — Osorno volcano, German heritage architecture, lake cruises.
Chiloé Island Experience
Three days on the magical island — wooden churches, palafitos, curanto tradition, conversations with local fishermen.
Patagonia Grand Tour
Eight days connecting Puerto Varas, Chiloé and Torres del Paine — the complete southern Chile experience by air and land.
Puerto Varas Day Trip
Full day in the Lake District — Petrohué falls, Osorno volcano viewpoint, traditional lunch with lake views.
Castro & Palafitos
Day exploring Chiloé's capital — UNESCO wooden churches, colorful stilt houses, fresh seafood lunch.
Glacier Boat Excursion
Half-day navigation among icebergs in Lago Grey — premium catamaran with onboard wine service.
Estancia Day Visit
Traditional Patagonian ranch experience — horseback ride, asado lunch, gaucho stories, dramatic landscapes.
Private Glacier Helicopter
Aerial tour over the Southern Ice Field with champagne landing on a remote viewpoint. Two hours of pure exclusivity.
Awasi Patagonia Stay
Single-night upgrade to Patagonia's most exclusive lodge — private villa with personal guide and 4x4.
Antarctic Cruise Add-On
Four-day Australis cruise from Punta Arenas to Cape Horn — combine with any Patagonia journey.
Photo Safari with Expert
Two days with a professional wildlife photographer — pumas, condors, guanacos in their natural habitat.
Vik Vineyard Experience
Four days at Viña Vik — Colchagua’s icon resort. Wine tour with chief winemaker, spa, horseback rides, private dinners.
Santiago + Ski Valle Nevado
Four days combining Santiago with the Andes — ski lessons at Valle Nevado, gourmet mountain dinners. June to September only.
Chile to Mendoza Classic
Seven days crossing from Casablanca Valley to Mendoza’s Uco Valley via the Andes. In development with our Argentine partners.
The Sommelier’s Journey
Ten days with a private sommelier across the most exclusive wineries of Chile and Argentina. Pre-order available.
Mendoza Day Crossing
Full day crossing the Andes by car — Aconcagua viewpoint, lunch in Uco Valley, return through scenic route.
Aconcagua Viewpoint
Half-day journey to the highest peak of the Americas — guided viewpoint visit, mountain lodge lunch.
Cajón del Maipo Wine
Andes day trip combining mountain landscapes with high-altitude wineries — Embalse El Yeso, traditional asado.
Portillo Lake Excursion
Iconic Andean lake at 3,000m altitude — historic hotel lunch, ski resort visit (seasonal), photography stops.
Private Jet Mendoza
Same-day private jet Santiago → Mendoza — Uco Valley winery, sommelier-led tasting, return by night.
Heli Andes Crossing
Helicopter transfer over the Andes with champagne stop at high-altitude viewpoint. Unforgettable cross-border experience.
Catena Zapata Private
Private visit to Argentina's iconic Malbec winery — pyramid architecture tour, vertical tasting, paired dinner.
Andes Wine Helicopter
Aerial tour of three wine valleys in one day — Casablanca, Colchagua and Uco — with tastings at each stop.
Availability
Olesea Travel operates by appointment only. Each journey is designed personally — we recommend reaching out at least 4 weeks before your travel dates.
Consultations
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OUR STORYOlesea Travel was born from a simple realization: the most memorable journeys are not the ones you book — they’re the ones someone designs for you, listening first, knowing the territory by heart, speaking your language. Not the language of brochures, but the one you actually use.
Olesea arrived to Chile from Moldova years ago, fluent in six languages and curious about everything. She worked accompanying VIP travelers through elite operators in Chile, learning every winery, every lodge, every hidden corner. The relationships were built. The trust was earned.
Today, she designs her own journeys — one at a time, no intermediaries, no shortcuts. Every itinerary is a personal conversation, every destination a deliberate choice, every guest a story worth telling slowly. Welcome to the private version of South America.
Olesea Tudose
Founder & Private Guide
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