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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 $100 to $1,000 per couple off select Collette trips. Expires October 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. 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. Expires October 31. 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 10% off Silversea expeditions when you pay in full. Expires October 31. Click here for eligible departures.
  • Save $1,000 per couple off select Alexander+Roberts itineraries when you pay in full at the time of booking. Click here for eligible departures.
  • Save up to 25% off with early booking discounts on select Hurtigruten Explorer voyages. Click here for eligible departures.
  • Hot deals! Save $500 to $900 per couple off select Collette tours. Expires October 31. 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 2018-2019 3 Santiago, Chile  Santiago, Chile  Independent A+R Deluxe Dates and Prices
Easter Island 2018-2019 3 Easter Island, Chilean dependency  Easter Island, Chilean dependency  Independent A+R Deluxe Dates and Prices
Easter Island 4 Easter Island, Chilean dependency  Easter Island, Chilean dependency  Escorted Intrepid Budget Dates and Prices
Santiago Getaway 2018 4 Santiago, Chile  Santiago, Chile  Independent Monograms First Class 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 2018 (Join-In Tour) 4 Easter Island, Chilean dependency  Easter Island, Chilean dependency  Independent SITA First Class Dates and Prices
+ View all 31 vacations in Chile only
Multi-Country Vacations that Include Chile
Ocean Voyage (Callao - Valparaiso) 5 Callao, Peru  Valpara√≠so, Chile  Expedition Ponant Deluxe Dates and Prices
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
+ View all 226 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.