Up in the Air Life proudly presents a journey through Chile’s most vibrant cities, cultural landmarks and culinary gems. Chile is perched along the Pacific Ocean and has internationally influenced cuisine, natural landscapes, and a world renowned street art scene. Chile is one of the hottest destinations in South America, given its solid tourism infrastructure, ethereal landscapes, and myriad outdoor activities, seafood & winery gems. The country gives our clients the chance to pack a lot of diversity in a single trip.

January 4 -11, 2020


Arrive in style at Santiago International Airport where private UITAL drivers will whisk you away to breathtaking San Alfonso Del Mar on the Pacific Coast of Santiago and home to The World’s Largest Pool. After your long flight it’s time to unwind for a while, take a swim; grab an carménère or pisco sour in your stylish digs on the Pacific Ocean.  By nightfall we’ll connect and meet with other well heeled travelers & Chileans to spend your Saturday night in style. Sipping wine & dancing the night away at the best oceanfront summer clubs on the coast.


Awaken to the fresh ocean air on the terrace of your apartment at the San Alfonso Del Mar resort. Sure, there are many memorable hotel pools — but none can compete with The World’s Largest Pool at Chile’s San Alfonso del Mar Resort. The enormous man-made pool, set along the coastline, is larger than 20 Olympic-size pools and holds a whopping 66 million gallons of water. From sailing to scuba diving to kayaking to beach lounging the options are endless. Tonight we will connect and meet with other well heeled travelers & locals from abroad to spend your Saturday night in style.


To visit Chile without experiencing “The Jewel of the Pacific” as Valparaiso is known would be sacrilegious. Today we journey to “Valpo”, as it’s affectionately known to locals, a Bohemian colorful maze of hills that has long inspired poets and writers. You’ll discover something new at every turn: a gem of a building, a remarkable art gallery or some little gastronomic ‘find’. Revel in the crazy architecture of this World Heritage City. Stroll along its narrow streets, climb its endless staircases, ride its historic funicular elevators and enjoy panoramic views from its many lofty lookout points. Feel the excitement in the air at one of the city’s many carnivals and indulge in some of the most beautiful street art canvassed through the entire city masterfully by it’s artists.


Rise and shine to one last ocean view morning to be whisked away by our UITAL private drivers after breakfast to Santiago to check into your boutique luxury hotel in an exclusive part of the city. Shortly after we’ll head to Cerro San Cristobal and its Metropolitan Park for sweeping views of the Andes mountain range & city and to get your bearings. Afterward, we’ll stroll around the bohemian Barrio Bellavista and pay a visit to La Chascona, the former home of poet Pablo Neruda and now a museum. We’ll head to the Mercado Central for a delicious Chilean seafood lunch and watch fishmongers shuck and fillet in a lively atmosphere. Once refueled we’ll head to the Plaza de Armas to visit the city’s best museums, the Museo Chileno de Arte & more. Take a peek at the Palacio de la Moneda, at Plaza de la Constitución, before heading over to the streets of Bellavista, where you can peruse the artists’ galleries and shops before enjoying an afternoon cocktail at one of the area’s bars. Later that evening, order a frosty pisco sour and dine on traditional Chilean at your leisure. Before heading back to your hotel we’ll take a stroll through picturesque Parque Forestal to unwind the evening.


Today we’re taking your UITAL experience sky high. After a sumptuous breakfast at our luxurious hotel, get ready to be dazzled by one of the most iconic Chilean nature sites. The perfect place to escape from the cityin the middle of the scenic Andes mountains. Enjoy the natural surroundings, and beautiful panoramas, before indulging in a snack and glass of red wine. Nature lovers have plenty of time to take in the sights. You will take in waterfalls and a glacier perched on top of a mountainside. Upon arrival at the destination, make use of your free time. Explore the pristine natural environment and admire the steep, rocky walls and gorges. After a busy day we’ll head home for your free evening.


Today is a day of relaxation and reflection to catch up with people you’ve met in Santiago or connected with on your trip. Wake up to tasty breakfast, enjoy the rooftop pool with Andean views and enjoy your day with anything you desire all steps away from your luxury hotel. Your exclusive & intimate wine tasting & farewell dinner inside one of Chile’s most famed vineyards & wineries will commence in the late afternoon so plenty of time to get out and enjoy more of Santiago.


After Rise and shine for an optional-self guided tour, spa treatment, adventure trek, wine shopping or revisit a few of your favorite Santiago haunts one more time. Our UITAL private drivers will whisk you away to Santiago International Airport for evening departures.

  • Up In The Air Life Virtual Concierge & Private Facebook Group
  • Up In The Air Life Onsite Staff
  • 3 Nights in a shared apartment at The World’s Largest Pool (San Alphonso resort)
  • 3 Nights in a Luxury 5 star hotel in Santiago
  • 3 Breakfasts, 4  Lunches, And 3 Dinners
  • A full day tour in Valparaiso
  • A day tour to the Andes Mountains
  • Activities On The Itinerary And Ground Transportation
  • Airport Transfers
  • Personalized Swag Bag
  • Access To The Up In The Air Life Trip App
  • Roundtrip Flights to Santiago, Chile
  • Breakfast while at the Worlds Largest Pool
  • Meals not listed in the itinerary
  • Travel Medical Insurance Abroad
  • Passport & Visa Fees
  • Tips And Gratuities