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Chile Vacations

Chile is an elongated country that stretches along the west coast of South America. Tours typically stop in the capital, Santiago, as well as other cities in Chile or in neighboring countries. Escorted itineraries combine hotel accommodations, tour guides and transportation between destinations in one low package price.

Sightseeing excursions in Santiago venture to cathedrals, museums, parks and plazas, and you'll likely journey up San Cristobal Hill for a panoramic view. Guests often head out of town to the Maipo Valley for wine-tastings at vineyards. Your itinerary may offer a chance to photograph the incredible Perito Moreno Glacier, a massive wall of pale blue ice, or observe the penguin colonies of Magdalena Island. Adventure seekers can hike the famous W Trek through the rugged beauty of Patagonia.

Book Now and Save on Chile Vacations!

  • Save an additional $50 per couple off select Trafalgar guided vacations. This offer is combinable with select promotions. Expires August 21. Click here for eligible departures.
  • Save $200 to $1,000 per couple off select Collette trips. Expires August 31. Click here for eligible departures.
  • 2 for 1! Companion cruises for free on select Hurtigruten sailings departing this October. Click here for eligible departures.
  • Save with early payment discounts on select 2018 Luxury Gold by Insight vacations when you book and pay in full. Prices shown reflect discounts of up to 10%. Click here for eligible departures.
  • Companion saves up to 50% off select Hurtigruten departures. Click here for eligible departures.
  • Save 10% to 30% off select 2018 and 2019 Quark departures in certain cabin categories. Click here for eligible departures.
  • Save $100 per couple off 2018 Cosmos tours. This offer is combinable with other discounts. Click here for eligible departures.
  • Receive a $600 to $1,000 per couple air credit when you purchase select vacations and flights through Monograms. Offer applies to LATAM Airlines and is combinable with select promotions. Click here for eligible departures.
  • Save $4,000 per couple off select Hurtigruten cruises when you book a suite. Click here for eligible departures.
  • Save $400 per couple off the air-inclusive price of 2018 Monograms trips. This offer is combinable with other promotions. Click here for eligible departures.

The vacations below are divided into two groups. First, there is a list of trips that visit only Chile, followed by a list of multi-country itineraries that include Chile.

Trips are rated according to the quality of accommodations, the number of included amenities and activities, and the level of service delivered. The vacations below are categorized according to the industry rating scale (budget, first class and deluxe). Click any vacation name for the itinerary, dates and prices.

Vacation Name Days Starts In Ends In Travel Style Company Quality*  
Vacations in Chile Only

Santiago Stopover 3 Santiago, Chile  Santiago, Chile  Escorted Intrepid Budget Dates and Prices
Bite-size Break - Santiago 3 Santiago, Chile  Santiago, Chile  Escorted Intrepid Budget Dates and Prices
Santiago Getaway 2018 4 Santiago, Chile  Santiago, Chile  Independent Monograms First Class Dates and Prices
Easter Island 4 Easter Island, Chilean dependency  Easter Island, Chilean dependency  Escorted Intrepid Budget Dates and Prices
Santiago Getaway 4 Santiago, Chile  Santiago, Chile  Independent Monograms First Class Dates and Prices
Santiago Getaway 2019 4 Santiago, Chile  Santiago, Chile  Independent Monograms First Class Dates and Prices
Explore Easter Island (Join-In Tour) 4 Easter Island, Chilean dependency  Easter Island, Chilean dependency  Independent SITA First Class Dates and Prices
Explore Easter Island (Private Tour) 4 Easter Island, Chilean dependency  Easter Island, Chilean dependency  Independent SITA First Class Dates and Prices
Explore Atacama 2017-2018 4 San Pedro de Atacama, Chile  San Pedro de Atacama, Chile  Independent SITA First Class Dates and Prices
Explore Patagonia 2017-2018 4 Punta Arenas, Chile  Punta Arenas, Chile  Independent SITA First Class Dates and Prices
+ View all 18 vacations in Chile only
Multi-Country Vacations that Include Chile
Punta Arenas to Ushuaia: Via Australis Patagonia Cruise 5 Punta Arenas, Chile  Ushuaia, Argentina  Expedition SITA First Class Dates and Prices
Antarctic Express: Fly the Drake (Begin Santiago, 7 Day) 7 Santiago, Chile  Santiago, Chile  Expedition Quark Deluxe Dates and Prices
Antarctic Express: Fly the Drake (Island Sky) 7 Santiago, Chile  Santiago, Chile  Escorted Intrepid Budget Dates and Prices
Best of Chile & Argentina 8 Santiago, Chile  Buenos Aires, Argentina  Escorted Intrepid Budget Dates and Prices
South America Coastline 2018 8 Guayaquil, Ecuador  Valpara√≠so, Chile  Expedition Scenic Deluxe Dates and Prices
Antarctic Express: Fly the Drake from Punta Arenas 8 Punta Arenas, Chile  Punta Arenas, Chile  Expedition Intrepid Deluxe Dates and Prices
Antarctic Express: Fly the Drake 8 Punta Arenas, Chile  Punta Arenas, Chile  Expedition Quark Deluxe Dates and Prices
Antarctic Express: Fly the Drake 2018 8 Punta Arenas, Chile  Punta Arenas, Chile  Expedition Quark Deluxe Dates and Prices
Antarctic Express: Fly the Drake (Begin Santiago) 8 Santiago, Chile  Santiago, Chile  Expedition Quark Deluxe Dates and Prices
Antarctic Express: Fly the Drake (Island Sky) 8 Santiago, Chile  Santiago, Chile  Expedition Intrepid Deluxe Dates and Prices
+ View all 242 multi-country vacations that include Chile
* Key to Quality Ratings

These vacations are classified according to the quality of accommodations, the number of included amenities and activities, and the level of service delivered.

Budget = Budget vacations that typically range from $50 to $200 per person, per day, plus airfare.
First Class = First class vacations that typically range from $80 to $350 per person, per day, plus airfare.
Deluxe = Deluxe vacations that typically range from $200 to $650 per person, per day, plus airfare.
** The prices shown are U.S. dollars per person, based on double occupancy, and subject to availability. Prices quoted for land/cruise arrangements are subject to increase without notice. Once we have received your deposit, land/cruise prices are guaranteed. Air prices quoted via phone or email are subject to increase and are guaranteed only from the time that full payment is received. Also, air prices or air promotions mentioned on this site or on the phone do not include baggage fees imposed by airlines.