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Top Valparaiso Trips & Tours

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Select one of the below 7 best Valparaiso trips for 2026 and 2027. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring . Our Valparaiso trips for 2026 feature Urban Exploration, Village Visits, Wildlife Viewing, Wine Tasting, and Biking, and start from $275 for trips of 5 to 15 days. Contact Adventure Life's Valparaiso trip planning experts to start planning your next seamless trip.
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    • Valparaiso
Colchagua Valley
from $4,303
EXPLORE

Best of Chile’s Central Valley

8 Day Itinerary
  • Explore Colchagua Valley
  • Discover Viña Casa Silva
  • Experience Rosario Valley
  • Visit Isla Negra
Starts / Ends
Santiago / Santiago
Activities
Biking, Hiking
Activity Level
Relaxed
Enjoy an adventure on this unique 8-day Best of Chile’s Central Valley Tour. Explore Santiago and Valparaiso and tour wineries in the Colchagua and Casablanca Valleys on this breathtaking Chile wine tour. Taste various wines and experience urban Chile; the region is known for producing some of the world’s finest wines.
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Chile Wine Adventure
from $3,507
EXPLORE

Chile Wine Adventure

8 Day Itinerary
  • Explore Santiago City
  • Discover Los Dominicos
  • Bike through Colchagua Valley
  • Visit Viña del Mar and Valparaíso
Starts / Ends
Santiago / Santiago
Activity Level
Moderate
Hike, bike, taste wine, and enjoy traditional Chilean cuisine on this week-long tour through the Santiago Valley. Your journey includes a city tour of Santiago's historical sites and a tour of several local wineries. This tour can be customized to increase or decrease the activity level based on your preferences.
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Lighthouse of Beagle Channel, Ushuaia
from $12,450
EXPLORE

The Best of Chilean Fjords

15 Day Itinerary aboard Le Lyrial
  • Explore Puerto Williams
  • Observe Chilean fjords and channels
  • Garibaldi, Agostini, El Brujo
  • Explore houses of Tortel
  • Experience the wildlife encounters
  • Conclude the trip in Quemchi
Starts / Ends
Valparaiso / Port of Ushuaia
Activity Level
Variable
Set sail aboard Le Lyrial for a 15-day adventure into the landscapes of South America. Experience the beauty of the Chilean fjords, where channels, snow-capped peaks, glaciers, and narrow passages await. Explore Puerto Williams, circumnavigate Cape Horn, and glide past the glaciers of Garibaldi, Crostini, Skua, El Brujo, and Pie XI.
Cruise Details
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Nights in Ushuaia
from $11,900
EXPLORE

The Best of Chilean Fjords

Valparaiso to Ushuia - 15 Day Itinerary aboard L'Austral
  • Cruise the Pulluche Canal
  • Discover Tortel's wooden walkways
  • Explore Puerto Williams
  • Watch wildlife in Tuckers Islets
Starts / Ends
Valparaiso / Port of Ushuaia
Activities
Village Visits, Wildlife Viewing, Kayaking
Activity Level
Variable
Sail from Valparaiso to Ushuaia on a 15-day expedition cruise through Chilean Patagonia aboard L' Austral. Discover glaciers, fjords, historic towns, and UNESCO sites aboard a small ship designed for remote exploration.
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A magnificent sunset over Atacama's Valley
from $5,275
EXPLORE

Cruise from Chile to Peru

Valparaiso - Callao - 10 Day Itinerary aboard SH Vega
  • Explore Valparaiso hills
  • Discover Coquimbo landmarks
  • View Antofagasta coastline
  • See Matarani gateway
Starts / Ends
Valparaiso / Callao
Activities
Urban Exploration, Local Market Visits, Archaeological Site Visits
Activity Level
Variable
Set sail from Valparaiso on a 10-day cruise aboard SH Vega along Chile’s Pacific coast toward Peru. Explore cities such as Coquimbo, Antofagasta, and Arica, along with desert terrain, archaeological sites, wildlife-rich areas, and colonial landmarks before ending in Lima.
Cruise Details
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Valparaiso, Chile
from $625
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Valparaiso and Viña del Mar

3 Day Itinerary
  • Visit historic sites of Valparaiso
  • Taste local wines
  • Explore Viña del Mar's beaches
Starts / Ends
Santiago / Casablanca
Activities
Wine Tasting
Activity Level
Relaxed
Enjoy a 3-day tour to the Chilean coast to visit the cities of Valparaiso and Viña del Mar. Explore the chic beach-side cities and taste local wines before returning to Santiago.
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Stroll past the quaint homes in Valparaiso
from $275
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Vina del Mar & Valparaiso

1 Day Itinerary
Activities
Cooking Classes
Activity Level
Relaxed
Visit two distinct and atmospheric cities with a day tour of Chile's Pacific Coast. Begin in Viña del Mar, a leading beach destination and South America's second popular tourist city. Glimpse the ornate wooden buildings that line this charming coastal town before heading inland to Valparaiso, where you can explore cobblestone streets and wander historical markets.
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