33-night Captain Drake's Crossroads Voyage From Valparaiso (Santiago), Chile

Oceania Cruises

A scenic view of a majestic waterfall cascading down a sheer cliff face into a lush green forest in the Rio Grande region of Brazil.
Oceania Insignia cruise ship exterior.
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Sailing Feb 14, 2027

from $10,999 per person* taxes and fees included

Your 33-night South America Cruise at a Glance

Sailings aboard Insignia depart from Valparaiso (Santiago), Chile with 22 stops in ports-of-call including Ilha Grande, Antarctic Peninsula, and Florianopolis. The Cruise Web can help you find the best deals and stateroom prices on the next sailing February 14, 2027.

Valparaíso is a colorful hillside city on Chile’s coast, known for its bohemian vibe, vibrant street art, and dramatic ocean views. Before you depart Valparaiso (Santiago), Chile, we can help you plan travel and accommodations for your South America cruise.

Destination

South America

Stops on your South America voyage will include Drake Passage on day 12 and Santos (São Paulo) on day 29. We can help you with excursions and making the most of any itinerary.

Cruise Ship

Insignia

Insignia, built in 1998 and refurbished in 2018, carries 670 passengers with a crew of 400. Ask us about dining options like Toscana and entertainment like Casino!

Cruise Line

Oceania Cruises

High-class foodies are delighted by the Oceania Cruises experience where Jacques Pepin is Executive Culinary Director and the Culinary Tours introduce you to a world of flavors. We can help you maximize deals on South America cruises aboard Insignia or 9 of Oceania’s other ships.