Doug’s trip to Santiago, Mendoza & Valparaiso Duration 7 days Santiago, Mendoza & Valparaiso 2 TravellersDoug, what a wonderful vacation you've got ahead of you! You will start your sojourn in Santiago de Chile, a city of syncopated cultural currents, madhouse parties, expansive museums and top-flight restaurants. It's a beautiful place for strolling; each neighbourhood has its unique flavour and tone, and with a growing economy, renovated arts scene and plenty of eccentricity to spare, Santiago is an old-guard city on the cusp of a modern-day renaissance. Your next stop is Mendoza, a name synonymous with wine, and the place where you will base yourself for touring the vineyards and taking a few dozen bottles home. For the last leg of your trip, you're going back to Chile, to spend a few days in Valparaíso, located 1.5 hours north of Santiago on the Pacific coast. A historic city nestled in the hills, Valparaíso is the heart of Chile's bohemian culture. Declared a UNESCO World Heritage Site in 2003, it is a special place with historical significance. We are confident that the trip we designed for you has the sightseeing, local culture, rest & relaxation, and being active you're after in spades. We hope you have a lovely time! SantiagoTucked between the majestic Andes Mountains and the Chilean Coastal Range, Santiago promises a little bit of everything—from world-class museums to thought-provoking street art to leafy neighbourhoods dotted with sidewalk cafes. Santiago’s comfortable Mediterranean climate provides the perfect atmosphere for an amble through one of its many stately hillside parks. And of course, wine lovers won’t want to miss a stop at any of the dozen or so nearby vineyards, where you can sip on top-rated Carmenere and Cab Sauv—yet still make it back to the city centre for dinner. In stark contrast to the oppressive Pinochet years (when homosexuality was suppressed entirely), Santiago now has a large, open and diverse LGBTQ community, with LGBTQ organizations and activists continuing to fight repression to achieve equal rights.Accommodation Hotels - Santiago The Aubrey Boutique Hotel The Aubrey is a gay-owned boutique hotel located in hip Bellavista, boasting a heated outdoor pool. It is walking distance to the gay bars of Santiago and to some of the best restaurants in the city. Book direct Book on Booking.com Hotels - Santiago Hotel Cumbres Lastarria Featuring an outdoor pool, a fitness centre and a restaurant, Hotel Cumbres Lastarria offers accommodations with free WiFi access in Santiago. Universidad Catolica metro station is 300 m away. Book direct Book on Booking.com Hotels - Santiago Solace Santiago Featuring a fantastic location 1 block from Pedro de Valdivia Metro Station, Solace Santiago offers free WiFi access is and guests are served a complimentary breakfast daily. At Solace Santiago guests will find a seasonal outdoor pool and a fitness centre. Book direct Book on Booking.com Nightlife Cocktail Bar - Santiago Chipe Libre Whether we have Peru or Chile to thank for creating the pisco is still up for debate, but there’s no doubt you’ll want to do plenty of pisco taste-testing while in Santiago. Chipe Libre has Chile’s most extensive pisco menu, knowledgeable staff, and chic decor. Visit website Wine Bar - Santiago BocaNariz When you’ve had enough pisco, head over to nearby BocaNariz. The cosy wine bar features a wide array of Chilean wine, along with wine flights themed by region or style. Visit website Gay Bar - Santiago Station RestoBar Station RestoBar is one of the largest gay hangouts in Santiago, which gets busy after 6 pm. Due to the licensing laws, you're required to order food with your drinks, so it may be worth having your dinner here as well. Visit website Cocktail Bar - Santiago Ky Restobar Ky is an Asian-themed speakeasy that’s behind a graffiti-tagged wall. Plush sofas, theatrical curtains and funky lighting from competing chandeliers give the place an aesthetic that serves as the perfect setting for fusion martinis. Visit websiteDay 1Experiences Local Culture - Santiago La Chascona Once the house of Pablo Neruda, famed Chilean poet and Nobel Prize of Literature, today La Chascona is a must-visit museum offering a glimpse into the writer’s life. The house was built in honour of Matilde Urrutia, Pablo’s secret red-headed lover. Visit website Walking Tours - Santiago LGBTQ walking tour 3 hours Join this culture walk to discover the moving history behind the gay rights movement in Santiago. Visit iconic places that reveal a community that continues to a more inclusive Chile. Book on Airbnb Local Culture - Santiago Perrera Arte For over 20 years this unique art space and cultural centre has been home to local artists that like to push the boundaries of art. It regularly offers irreverent exhibitions and hosts a variety of cultural events. Visit website Shopping Menswear - Santiago Atelier Carlos Perez Chilean designer Carlos Perez got his start making shirts nearly three decades ago and still has a cult following at this Atelier in Barrio Lastarria. Beautifully sewn men's shirts and scarves, hats, belts, and accessories that change seasonally. Visit website Menswear - Santiago Tienda Snog This popular menswear boutique in Barrio Italia has many a hip brand amid its carefully curated collection. The store also sells shoes, accessories and an assortment of vinyls. Visit website Books - Santiago Plop! Gallería Even though this eccentric bookstore and gallery doesn’t take up much space, it can keep you entertained for hours. Founded by a group of local journalists, illustrators and designers, Plop! is where ideas, art and storytelling collide. Visit website Food & Drink Lunch & Brunch - Santiago Café de la Candelaria Enjoy the peace and chic style of Barrio Italia with a stop at Café de la Candelaria. Like many businesses in the area, the coffee shop is located inside a renovated Barrio Italia home, which gives it a cosy and authentic feel. Visit website Local Cuisine - Santiago Azotea Matilde Just across from La Chascona is Azotea Matilde, Santiago’s first rooftop restaurant. The panoramic views and excellent location make this a great spot to grab a meal after sightseeing in Bellavista. Visit website Fusion - Santiago Sarita Colonia This audacious restobar boasts Asian-Latin fusion and a design style that can only really be described as Catholic kitsch. Owned by Gino Falcone, one of Chile’s top interior designers, Sarita Colonia is gay-friendly and attracts a mixed crowd. Visit website Day 2Experiences Local Culture - Santiago Centro Cultural Gabriela Mistral (GAM) GAM is a cultural and performing arts centre featuring rotating exhibitions from notable Chilean artists, along with thought-provoking workshops, talks, and performances. The architecture of the unique building is worth a visit in and of itself. Visit website Modern Art - Santiago Museo de Arte Contemporáneo The ever-changing contemporary art exhibitions at the Museo de Arte Contemporáneo are from artists working all over Latin America. Be sure to head down to the basement “zócalo” for thought-provoking modern exhibits in the cavernous space. Visit website Major Attractions - Santiago San Miguel walking tour 3,5 hours Once a concrete working-class neighbourhood, today the San Miguel District is a colourful open-air art museum celebrating mural and graffiti techniques. Book on GetYourGuide Shopping Market - Santiago Pueblito Los Domínicos At the foothills of the Andes sits a little artisan’s village, Los Domínicos, renowned for its traditional crafts. This is one of the best markets to visit when searching for souvenirs as it offers almost 200 stalls which sell a variety of folkloric goods. Visit website Vintage - Santiago Persa Bío Bío Wander around Persa Bío Bío’s giant warehouses filled with oddities, records, old clothing, furniture, instruments and more. In addition to the shopping, this place fills up with some interesting characters. Visit website Arts & Crafts - Santiago Galería La Sala The tree-lined street of Alonso de Córdova is dotted with upmarket boutiques and art galleries, such as Galería La Sala, which showcases young Chilean artists. Visit website Food & Drink Lunch & Brunch - Santiago NoSo @ W Santiago This Sunday brunch is a real treat. The waiters are extremely efficient at topping up your Prosecco, which is unlimited and included in the price, alongside a Bloody Mary or an Aperol Spritz. go absolutely ravenous so you can try a bit of everything. Visit website Local Cuisine - Santiago Barrica 94 Barrica 94, inside Patio Bellavista, offers some of the finest wines from Colchagua, Maipo and Casablanca. You will not struggle to pair them with perfect cuisine, with many dishes typical to Chile as well as European classics. Book on The Fork Local Cuisine - Santiago Boulevard Lavaud Restaurant Located inside a stunning renovated building, this stylish restaurant offers a unique ambiance in one of Santiago’s emerging neighbourhoods. Visit website Day 3Experiences Day Trip - Santiago Cajón del Maipo 7 hours Discover the Andes Mountains and enjoy its natural beauty, surrounded by majestic snow-capped mountains and glaciers, along with a spectacular turquoise-coloured lagoon. Book with Pride Tours Wine Tasting - Santiago Maipo Valley Wine Tour 8 hours Taste some of the finest wines from the world-famous Maipo Valley. Visit three remarkable wineries and be amazed by the local produce and different varieties of samples. Book on GetYourGuide Food & Drink Fine Dining - Santiago Boragó Chef Rodolfo Guzman earned a coveted spot among the World’s 50 Best Restaurants by elevating Chilean cuisine to new heights at this Vitacura restaurant, where a minimalist design forces you to focus on the food. Visit website Fine Dining - Santiago Restaurante 040 Book ahead to reserve one of a small number of tables at Restaurante 040, helmed by the Spanish chef Sergio Barroso, who did a stint at El Bullí before moving to Chile. Visit website Fine Dining - Santiago Peumayen Ancestral Food This restaurant is very special, recreating ancestral food from the Aymara and Mapuche indigenous population. Peumayen uses many styles and techniques that have almost been forgotten, alongside local ingredients and native plants. Visit website Santiago Map [wpgmza id="7"]TransfersThe next destination on your trip is Mendoza. Mendoza is the capital city of Mendoza province in Argentina and is 364 kilometres from Santiago. It usually takes five to seven hours to drive, depending on traffic and waiting time at the border crossing. If you decide to travel by road you can either take a bus or book a private transfer. If you prefer, it is also possible to take a flight with LATAM Airlines, which gets you there in just under an hour. MendozaMendoza is a large province (nearly the size of Illinois) that is home to 75% of Argentina’s vineyards and Malbec is the region’s most celebrated grape. Of course, this wasn’t always the case. Malbec’s rise to international fame began in the early 2000s when the country’s political and economic situation stabilised long enough for the wineries to begin investing in improvements once again. Since the 2005 vintage, several producers have garnered top scores for their Malbec wines. So, suffice it to say, Mendoza Malbec isn’t just a pleasant 'mid-week drinking wine', it’s serious business.Accommodation Hotels - Mendoza Rosell Boher Lodge Located in Luján de Cuyo in the Mendoza Province, Rosell Boher Lodge features a seasonal outdoor pool and views of the mountain. Montequieto Winery is 6 km from the property. Book direct Book on Booking.com Hotels - Mendoza La Morada Guesthouse Featuring panoramic views of the Andes Mountains, La Morada Guesthouse offers comfortable rooms in Vista Flores. This country house is located in a vineyard and includes a daily Continental breakfast. Book direct Book on Booking.com Hotels - Mendoza Casa de Huéspedes Gimenez Casa de Huéspedes Bodega Gimenez Riili has a restaurant, free bikes, a bar and shared lounge in Los Sauces. Boasting room service, this property also provides guests with a barbecue. Book direct Book on Booking.com Day 4Experiences Wine Tasting - Mendoza Full-day wine and culture experience 11 hours Experience Mendoza through its wine and culture on this full-day experience and try wines from the foot of the Andes Mountain Range. Then visit a unique outdoor arts park based on the culture of the region's ancient peoples. Book on GetYourGuide Wine Tasting - Mendoza Lujan de Cuyo boutique winery tour 7 hours During this day-long tour, you will visit three high-end wineries. Each of the wineries will have a distinct feel, different size, and its own charm. After each tour, a trained wine expert will guide you through a tasting of that winery´s specialities. Book on Airbnb Food & Drink Fine Dining - Mendoza Casa El Enemigo A visit to Casa El Enemigo is the opportunity to taste what is considered the best wine in Argentina, produced by an incredible oenologist. Traditional picadas, salads and grilled meats are available in this space where the unquestionable star is the magnificent wine. Visit website Local Cuisine - Mendoza Josefina Restó Praised as one of the restaurants with the best decoration in Mendoza, Josefina Restó is a place where the passion of the owner is mirrored on the space: details of steel, wood, interesting art and a wine cellar suspended over the bar create a dreamy location to enjoy a superb meal. Visit website Day 5Experiences Day Trip - Mendoza High Andes mountain private guided tour 10 hours Discover the Andes in a private experience visiting Cacheuta, Potrerillos, Puente del Inca, and enjoy the breathtaking views of Aconcagua. Explore incredible landscapes and historical places in the Andes, the world’s longest continental mountain range. Book on GetYourGuide Day Trip - Mendoza High Andes Tour 12 hours This is a wonderful tour taking in the most important and characteristic landscapes of Mendoza: Cacheuta, the Uspallata Valley, the Penitentes Hill, the Puente del Inca, and the Aconcagua Park Viewpoint, the highest mountain in America. Book on Airbnb Mendoza Map [wpgmza id="8"]TransfersYou can travel back to Santiago the same way you came to Mendoza and carry onwards to Valparaíso, which is about an hour and a half by car or bus. Alternatively, it is possible to take a direct bus between Mendoza and Valparaíso, which takes about 8 hours and is said to be a very scenic drive. ValparaísoSyncopated, dilapidated, colourful and poetic, Valparaíso is a wonderful mess. Pablo Neruda, who drew much inspiration from this hard-working port town, said it best: 'Valparaíso, how absurd you are…you haven't combed your hair, you've never had time to get dressed, life has always surprised you.' But Neruda wasn't the only artist to fall for Valparaíso's unexpected charms. Poets, painters and would-be philosophers have long been drawn to Chile's most unusual city. Along with the ever-shifting port population of sailors, dockworkers and prostitutes, they've endowed gritty and gloriously spontaneous Valparaíso with an edgy air of 'anything goes.' Add to this the spectacular faded beauty of its chaotic cerros (hills), some of the best street art in Latin America, a maze of steep, sinuous streets, alleys and escaleras (stairways) piled high with crumbling mansions, and it's clear why some visitors spend more time here than in Santiago. Chile may be on the conservative side of the LGBTQ spectrum, but Valparaíso ranks as one of the gayest places on the entire continent. It's just so Bohemian here – hip, cool, super laid back. There are queer people everywhere, and no one bats an eyelid.Accommodation Hotels - Valparaíso Augusta Hotel Situated in Valparaíso, on Cerro Alegre, Augusta Apart Hotel offers accommodation with a fully-equipped kitchen, balconies and ocean views. Free WiFi is provided. Book direct Book on Booking.com Hotels - Valparaíso MM 450 Set in a charming house located only 1 km from Valparaiso’s beach, MM 450 offers lodgings with free WiFi. Bright and spacious, rooms feature wooden lockers and large windows. All of them have private bathrooms. Book direct Book on Booking.com Hotels - Valparaíso Casa Galos Hotel & Lofts Set on Valparaiso’s Alegre Hill, a Unesco World Heritage Site, Casa Galos Hotel & Lofts has apartments with chic décor and views of Valparaiso’s picturesque hills. Wi-Fi is free and San Luis Square is 100 m away. Book direct Book on Booking.com Nightlife Mixed Bar - Valparaíso Bar Pajarito Artsy Porteños (residents of Valparaíso) in their 20s and 30s cram the Formica tables at this laid-back, old-school bar to talk poetry and politics over beer and piscola (pisco mixed with Coke or other soft drinks). Visit website Rooftop Bar - Valparaíso Fauna Fancy a sunset drink or nightcap overlooking Valparaíso and the Pacific Ocean? Fauna is the spot for you. This restaurant, bar and hotel is blessed with a rooftop terrace on a hillside giving patrons a stunning uninterrupted panorama of the surrounding city. Visit website Gay Club - Valparaíso Pagano We know you're not a clubber, so we included this option just in case you want to go out with a bang. Pagano attracts a mixed crowd of all ages with fun drag shows on most nights. Watching a Chilean drag show is the best way to get a feel of Chilean slang Spanish in its crudest form. Plan to arrive well after midnight or you'll be dancing alone. Visit websiteDay 6Experiences Local Culture - Valparaíso La Sebastiana An important part of the life of Chile’s Nobel Prize for Literature winner, Pablo Neruda, was in Valparaiso. This is embodied in his unique modernist home in this city, ‘La Sebastiana’. It is a bit of a trek uphill, and entrance is on a first-come, first-served basis, so it is advised to plan your visit in advance, and to get here early. Visit website Local Culture - Valparaíso Museo a Cielo Abierto Valparaíso is one of the graffiti capitals of South America, and no place showcases this art better than the Museo a Cielo Abierto. The 20 classic, colourful murals were created between 1969 and 1973 by students from the Universidad Católica’s Instituto de Arte. One of the elevators, Ascensor Espíritu Santo, will take you there. Visit website Local Culture - Valparaíso Parque Cultural de Valparaiso While only open to the public on the weekends, this former prison is one of the city's most vibrant art museums. It includes work from former inmates, some of whom currently work as presenters at the gallery. Visit website Shopping Food - Valparaíso La Dulcería A great little pastry shop for any gluten lover, perfect for a short refuel stop, or to buy some sweets for friends back home. It boasts a cosy atmosphere and helpful staff. Make sure to take in the many murals that adorn the streets up and down on both sides of the street. Visit website Arts & Crafts - Valparaíso Espacio Rojo An art space located that offers high-quality local art at affordable prices. There's an emphasis on well-stablished and emerging painters, but they also carry gifts, souvenirs and unique Chilean jewelery. Visit website Arts & Crafts - Valparaíso Bahía Utópica Affordable art, funky postcards, coffee-table books and more make this a great stop for authentic souvenirs. Bahía Utópica works with painters, sculptors, draftsmen, engravers, photographers and urban artists, most of whom are recognized and listed in Chile. Visit website Food & Drink Lunch & Brunch - Valparaíso Chinchinero Sabor Propio Extremely flavourful and very filling set breakfasts or lunches make this funky 10-table cafe the best value in town. There are also delicious cakes, coffees and empanadas. Visit website Local Cuisine - Valparaíso Restaurant La Concepción While perhaps on the pricier end of the spectrum, the food here is absolutely worth it. In a country overwhelmed with ceviche options, this place makes it truly shine, while maintaining the core simplicity of the dish. Visit website Local Cuisine - Valparaíso El Internado Soaring Valpo views, well-priced Chilean sandwiches and silky-smooth pisco sours make this funky spot on Pasaje Dimalow a favorite among locals. Head to the basement level in the evenings for art shows, poetry readings, film screenings, live music and more. Visit website Day 7Experiences Beach - Valparaíso Playa Luna A lot of queer visitors head a bit northward of Valparaíso to Playa Luna, one of the country's most famous — and the only officially sanctioned — nude beach. While the beach is open to all, it's quite popular among the LGBTQ community. Visit website Classes - Valparaíso Chilean Cuisine Cooking Classes 5 hours Chilean Cuisine Cooking Classes are great fun and very “hands on”. Each class begins with a visit to the fresh food markets for the ingredients. Every class prepares pisco sours, empanadas and Chilean pebre plus a tasty entreé, main course and dessert. Visit website Walking Tours - Valparaíso Cultural and Street Art Walking Tour 4 hours Immerse yourself in the vibrant graffiti and murals of Valparaiso, a city well-known to the world circuit of street art. You'll find stairs, walls, buildings, and any element of the city is a canvas for creativity and explosion of colour. Book on GetYourGuide Food & Drink Lunch & Brunch - Valparaíso El Peral The menu at this beloved cafe above Ascensor El Peral is written on chalkboards each morning and typically includes the freshest ingredients from the sea. Reserve ahead for a table on the leafy terrace, which offers a shaded view over the port below. Visit website Seafood - Valparaíso MarAlegre MarAlegre offers a contemporary cuisine that rescues the ingredients of the area, with an emphasis on seafood. The warmth of the interior lounge and outdoor Terrace are the perfect atmosphere for a buffet breakfast and a la carte lunch and dinners, with an unbeatable view of the bay of Valparaiso. Visit website Italian - Valparaíso Portofino Restaurant If you need a break from Latin American food, this high-end Italian restaurant is just the ticket, serving up fantastic views of Valparaiso and the Viña del mar Bay to boot. Visit website Valparaíso Map [wpgmza id="9"] Your trip was designed by Bastiaan Ellen We hope you have an amazing trip! Please do let us know about your experience, and how we might do better in the futureGet in touch Day 1 Day 2 Day 3 Day 4 Day 5 Day 6 Day 7