Captain Drake's Crossroads

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Captain Drake's Crossroads
Captain Drake's Crossroads
Captain Drake's Crossroads
Ushuaia
Ushuaia
Crossing The Drake Passage
Crossing The Drake Passage
Punta Arenas
Punta Arenas
Santos
Santos
Falkland Islands
Falkland Islands
Puerto Montt
Puerto Montt
Itajai
Itajai
Punta Del Este
Punta Del Este
Castro
Castro
Rio De Janeiro
Rio De Janeiro
Our Price From
US$9,548
Save $9,950pp
Port charges, taxes and fees included
 Cruise Length
34 Days
 Cruise Starts
Valparaiso
 Cruise Finishes
Rio de Janeiro
34 Day Captain Drake's Crossroads Itinerary (Oceania)
Cruise Line
Oceania
Ship
Ship Class
Regatta-Class
Departures
Passengers
684
Crew
400
Launched
1998
Refurbished
2018
Cruise Code
CDCSDCRDJIN33

Overview

Begin your journey in Valparaiso and cruise through to Rio de Janeiro onboard Oceania Insignia and enjoy exclusive savings and cruise inclusions with Oceania and Global Journeys.

Cruise Itinerary

Departs: 17:00

Once the most important merchant port on the Pacific trading routes of South America, Valparaiso is now a UNESCO World Heritage Site. With its bright, colourful buildings, incredible European-inspired architecture, and unique urban hillside design, Valparaiso offers a vibrant artistic culture in a laid-back environment. Ships will dock at the port.

Top Things to Do in Valparaiso:

  • sandboard the Dunes of Concón
  • explore Cerro Concepcion
  • visit the Parque Cultural de Valparaíso
  • admire the street art on a walking tour

Arrives: 09:00 Departs: 19:00

Puerto Montt, located in the southern reaches of Chile, serves as the gateway to the Chilean fjords, Patagonia, and the Andes Mountains. This port city is vital for its role in connecting the more remote parts of southern Chile. The Angelmó market, famous for its array of fresh seafood, vibrant handicrafts, and woollen goods, encapsulates the local culture and is a hub for culinary and artisanal exploration.

The nearby Lake District offers dramatic volcanic landscapes and lush forests, making Puerto Montt a central point for accessing natural wonders such as the Vicente Pérez Rosales National Park, where the Petrohué Falls and Osorno Volcano are key attractions. The city’s blend of natural beauty and cultural richness reflects the diverse offerings of the region.

Arrives: 07:00 Departs: 16:00

Castro, nestled on the east coast of Chiloé Island in Chile, is distinguished by its vividly painted wooden stilt houses, or 'palafitos', that line the waterfront. This charming city, the third oldest in continuous existence in Chile, melds the rich cultural heritage of the Chilote people with breathtaking natural surroundings. The San Francisco Church, a UNESCO World Heritage site, stands as a brilliant example of the unique wooden architectural style of the Chiloé Archipelago.

Exploring Castro offers a peek into the island's traditional crafts at the bustling local markets where wool, wooden items, and basketry are in abundance. Additionally, the surrounding landscape provides ample opportunities for bird watching and enjoying the serene beauty of southern Chile's lush countryside.

Arrives: 09:00 Departs: 18:00

Puerto Chacabuco, located in southern Chile, is a primary gateway to the remote Aysén region, known for its dramatic landscapes and pristine wilderness. This small port town is crucial for connecting the isolated areas of Patagonia with the rest of the country, facilitating access to incredible natural sites.

Visitors to Puerto Chacabuco often use it as a starting point for exploring the lush rainforests, towering mountains, and deep fjords that define the area. Nearby attractions include the San Rafael Lagoon with its advancing glaciers and the Simpson River National Reserve, offering opportunities for hiking and wildlife watching. The region's rich biodiversity and the tranquil environment make Puerto Chacabuco a pivotal location for those seeking to immerse themselves in Chile’s untouched natural beauty.

Arrives: 07:00 Departs: 19:00

Laguna San Rafael, located in the Aysén region of Chile, is a breathtaking natural wonder within the Laguna San Rafael National Park. The highlight of this remote destination is the San Rafael Glacier, a massive ice formation that descends from the Northern Patagonian Ice Field into the turquoise waters of the lagoon. Visitors can witness the awe-inspiring spectacle of icebergs calving from the glacier and floating in the lagoon.

Accessible primarily by boat, Laguna San Rafael offers an unforgettable experience for nature lovers and adventure seekers. The journey through the fjords to reach the lagoon is equally stunning, with lush forests and towering peaks. Wildlife is abundant, including sea lions, dolphins, and various bird species, adding to the area's ecological richness.

These fjords, carved by ancient glaciers, stretch along Chile's southern coast, revealing deep blue waters, towering peaks, and lush rainforests. You'll marvel at breathtaking views, including the famed Amalia Glacier, with its striking blue ice cascading into the sea. The region is rich in wildlife, making it a paradise for nature enthusiasts. Spot majestic humpback whales, playful dolphins, and colonies of sea lions.

Arrives: 07:00 Departs: 13:00

Punta Arenas, perched on the southern tip of Chile's mainland, serves as a crucial gateway to the Antarctic, drawing explorers from around the world. This city is steeped in maritime history and is the largest population centre in Patagonia, offering a fascinating mix of cultural influences evident in its architecture and local customs. The Nao Victoria Museum, featuring replicas of historic ships, and the poignant Monumento al Ovejero, celebrating the region’s sheep farming heritage, are key highlights.

The rugged, windswept landscapes surrounding Punta Arenas invite outdoor enthusiasts to explore. Nearby Torres del Paine National Park offers spectacular trekking opportunities, while the Strait of Magellan provides panoramic sea vistas and a chance to spot diverse marine wildlife, making this region a hub for natural and historical exploration.

Arrives: 08:00 Departs: 18:00

Located at the southernmost end of South America, Ushuaia is is often called a doorway to Antarctica. The town boasts incredible natural beauty through its national parks like the Tierra del Fuego National Park with cultural institutions like the Museo del Fin del Mundo, or the End of the World Museum. Ships will dock at this port.

Top Things to Do in Ushuaia:

  • ride the steam-powered End Of The World Train
  • Spend the day walking the Tierra Del Fuego National Park
  • Martial Glacier affords spectacular vistas from its 1,050-meter summit

The body of water between Cape Horn and the South Shetland Islands in Antarctica is named the Drake Passage. This is where the Atlantic, Pacific, and Southern seas converge and they’re some of the choppiest waters in the world.

It takes the average cruise ship about 48 hours to sail from one end of the Drake Passage to the other. Some days the water will be surprisingly calm, others will present your cruise with sizable swells.

If you’re prone to seasickness, it's a good idea to see your doctor before you sail, and even if you're the type who laughs at roller-coasters, there's a good chance the Drake is going to test that cast-iron stomach of yours.

The Antarctic Peninsula offers a dramatic tableau of sculpted glaciers, jagged peaks, and drifting icebergs. Towering ice cliffs calve into the sea, while pods of orcas and humpbacks often shadow the ship’s wake. Seals lounge on floating ice, and colonies of Adélie and gentoo penguins dot the snowy shores. Keep binoculars ready - this remote wilderness is alive with fleeting, unforgettable wildlife moments.

Arrives: 07:00 Departs: 16:00

The Falkland Islands, a remote South Atlantic archipelago, offer a unique blend of rugged landscapes and rich wildlife. Stanley, the capital, is known for its quaint British charm, with colorful houses, cozy pubs, and the historic Christ Church Cathedral. The Falkland Islands Museum provides fascinating insights into the islands’ history and culture.

For nature enthusiasts, the islands are a paradise. Visit Volunteer Point to witness one of the world’s largest king penguin colonies. Gypsy Cove offers excellent opportunities for spotting Magellanic penguins and other bird species. The pristine beaches and dramatic coastlines make the Falklands a perfect destination for hiking and wildlife photography.

Port:Port Stanley

Your ship will anchor in Port Stanley’s harbor and you'll be tendered ashore. The town center is just a short walk from the tender pier, allowing for easy exploration on foot. This charming capital of the Falkland Islands offers a glimpse into British heritage with its quaint streets and vibrant wildlife. Visitors can enjoy a variety of activities, from visiting the historic Christ Church Cathedral and the Whalebone Arch to exploring the Falkland Islands Museum. Wildlife enthusiasts will appreciate the nearby Gypsy Cove, just 7 km (4.3 miles) away and home to Magellanic penguins and other seabirds.

Arrives: 08:00 Departs: 18:00

Puerto Madryn, located on the shores of Golfo Nuevo along Argentina’s Patagonian coast, is a prime destination for observing unique wildlife. This city serves as a gateway to the Valdés Peninsula, a UNESCO World Heritage site renowned for its diverse fauna, including Southern Right whales, elephant seals, and orcas. The ecological importance of this region is highlighted at the EcoCentro, a museum dedicated to marine life and environmental education.

Puerto Madryn itself offers a pleasant urban experience with its waterfront promenade, ideal for leisurely strolls with views of the vast Atlantic. The city also boasts a range of local cuisine, particularly seafood, which reflects its coastal heritage. With its combination of natural wonders and a welcoming community, Puerto Madryn provides a captivating insight into Argentina’s wildlife and cultural richness.

Arrives: 06:00 Departs: 18:00

Passionate and alive with an infectious energy, Buenos Aires is a breathlessly romantic city, which blends colonial architecture with a down-to-earth Latin American clamour. Famed for steamy tango interplays and expertly seared steaks, this city is a fiery fiesta for the senses.

Visitors can choose to visit Caminito, the colourful street museum, shop at San Telmo Market, stroll through Recoleta Cemetery or cruise the Tigre River delta. Ships will dock at the Terminal de Pasajeros Benito Quinquela Martin which is a 30 minute drive from the airport and a 10 minute drive to the city centre.

Arrives: 08:00 Departs: 20:00

Montevideo, the capital of Uruguay, boasts a relaxed atmosphere complemented by a rich cultural tapestry. This city is known for its captivating European-style architecture and broad boulevards like the famous Avenida 18 de Julio, which is lined with shops, cafes, and theatres. Key attractions include the historic Solis Theatre, a beacon of the performing arts, and the vibrant Mercado del Puerto, renowned for its steak and seafood.

The city’s coastline, with its rambla stretching over 20 kilometres along the serene Rio de la Plata, invites leisurely walks and offers ample space for cycling and jogging. Montevideo’s blend of cultural influences is especially evident in its music, particularly in the local tango scene, which visitors can experience in the city's lively milongas (tango clubs).

Arrives: 07:00 Departs: 16:00

Punta del Este, situated on Uruguay's southeastern coast, is renowned for its stunning beaches, elegant seaside homes, and vibrant nightlife. The city divides the Rio de la Plata from the Atlantic Ocean, offering both gentle waters and energetic surf, ideal for various water activities. Its iconic sculpture, La Mano, a giant hand emerging from the sand, has become a symbol of the area.

For those interested in culture, Punta del Este also boasts a thriving arts scene with numerous galleries and the striking Ralli Museum, which houses an impressive collection of Latin American and European art. The city's harbour is bustling with yachts and is lined with upscale boutiques and gourmet restaurants, making it a centre for luxury and leisure.

Arrives: 11:00 Departs: 20:00

Rio Grande, located in southern Brazil, is a historic port city known for its rich maritime heritage and vibrant cultural scene. As one of Brazil's oldest cities, Rio Grande boasts a wealth of colonial architecture, particularly evident in the historic centre with its charming plazas and churches.

The city is also home to the Museu Oceanográfico, which showcases marine biology and oceanography, reflecting Rio Grande’s strong connection to the sea. Nearby, Cassino Beach, one of the longest beaches in the world, offers vast stretches of sand and opportunities for swimming and beach sports. With its blend of historical charm, cultural attractions, and natural beauty, Rio Grande provides a unique and enriching experience in southern Brazil.

Arrives: 07:00 Departs: 19:00

Arrives: 07:00 Departs: 17:00

Balneario Camboriu, a vibrant coastal city in Brazil’s southern state of Santa Catarina, is renowned for its stunning beaches and dynamic urban skyline.

Often compared to a mini Rio de Janeiro for its blend of beautiful natural landscapes and bustling city vibes, it attracts visitors with its famous cable car connecting the central beach to Laranjeiras, offering panoramic views of the lush coastline.

The city also boasts an innovative urban planning feat, Avenida Atlantica, which is a coastal promenade lined with cafes, shops, and high-rise buildings. Notably, the Cristo Luz monument, a smaller version of Rio's Christ the Redeemer, offers another spectacular viewpoint.


Port:Itajai

Itajaí, located in the state of Santa Catarina, Brazil, is a vibrant port city known for its significant contribution to the national fishing industry and as a hub for international trade. The city's port is one of the busiest in Brazil, playing a crucial role in the local economy. Itajaí also serves as a gateway to some of Brazil's most beautiful beaches, making it a popular destination for both business and leisure.

Aside from its economic activities, Itajaí celebrates its rich cultural heritage through various festivals, including the famous Marejada, which highlights Portuguese and Azorean influences with a focus on seafood and folkloric performances. The nearby beaches of Praia Brava and Atalaia offer stunning settings for water sports and relaxation, showcasing the natural beauty of the Santa Catarina coast.

Arrives: 09:00 Departs: 18:00

Sao Paulo, Brazil's vibrant financial centre, is a melting pot of cultures and one of the most populous cities in the world. This city thrives on diversity, evident in its culinary scene that ranges from traditional Brazilian fare to world-class sushi, making it a gastronome’s delight. The bustling Mercado Municipal offers a taste of local flavours and exotic fruits in a striking setting featuring stained glass and vast domes.

Culturally, Sao Paulo is a powerhouse with an impressive array of museums, galleries, and theatres. The São Paulo Museum of Art (MASP) on Avenida Paulista houses a remarkable collection of Western art, displayed on clear perspex frames that seem to float in midair. For those who seek green spaces amidst the urban sprawl, Ibirapuera Park offers a serene retreat with its expansive grounds and cultural facilities.

Port:Santos

Santos, situated along the coast of São Paulo in Brazil, is best known for possessing the largest seaport in Latin America. This vibrant city combines rich history with an energetic present. The Coffee Museum, located in the city’s historic downtown, pays homage to the coffee boom which profoundly shaped the region's economy and culture.

For those interested in architecture, the seafront promenade features the iconic SESC building, renowned for its innovative design and cultural activities. The city also offers a lush escape with the Orchid Garden, home to a variety of tropical plants and flowers. Santos’ extensive beachfront, marked by the Garden Beach – the longest beachfront garden according to the Guinness Book of World Records – is ideal for leisurely walks or simply enjoying the coastal ambiance.

Arrives: 08:00 Departs: 18:00

Parati, Brazil, enchants visitors with its well-preserved colonial architecture and cobblestone streets. This charming town, nestled between lush mountains and the Atlantic Ocean, is a UNESCO World Heritage site. The historical centre is a delight to explore, with colourful buildings, quaint shops, and vibrant art galleries. Don't miss the Church of Santa Rita, an iconic 18th-century landmark.

Nature lovers will enjoy the nearby Serra da Bocaina National Park, offering hiking trails with stunning views and waterfalls. Parati's bay, dotted with islands and secluded beaches, is ideal for boat tours and swimming in crystal-clear waters. The town also boasts a rich cultural scene, with festivals and traditional cuisine that highlight Brazil's diverse heritage.

Arrives: 08:00 Departs: 18:00

Brazil's third largest island, famed for its tropical scenery and gorgeous beaches, has an unusual history. Once a leper colony and later a prison, today the entire island is a protected reserve where a myriad of wildlife including iguanas, monkeys and birds can be found in the dense Atlantic forest. Ships will anchor offshore and tender guests ashore to Vila do Abraão.

Top Things to Do in Ilha Grande:

  • relax on Lopes Mendes Beach
  • sail by schooner to idyllic snorkelling spots
  • visit the beautiful bay, Abraão Cove
  • trek along one of the many nature trails

Arrives: 08:00 Departs: 18:00

Upscale and desirable, Buzios is a beachy escape to a land of sun and thick palm-clad hills. With 17 luxurious, horseshoe-shaped beaches spreading out nearby, and a lively nightlife and culinary scene, Buzios is a place to kick back and soak up some of the best of Brazil's envied beach life. Ships will anchor offshore and tender guests to shore.

Top Things to Do in Buzios:

  • stroll along the Rua das Pedras
  • enjoy a sailing tour
  • relax on Ferradura beach
  • explore Buzios on a guided trolley tour

Arrives: 08:00

In Rio De Janeiro endless buildings flow around densely-forested mountains that roll down to an evocative waterfront. Incredible natural attractions, spontaneity that transforms everything into a party and world-famous monuments all make this city an unforgettable destination. Ships will dock at Pier Maua.

Top Things to Do in Rio De Janeiro:

  • Ascend Mt. Corcovado to get up close to the Christ the Redeemer statue
  • Relax on Ipanema or Copacabana beach
  • take a cable car up Sugarloaf Mountain
  • explore Tijuca National Park

In Rio De Janeiro endless buildings flow around densely-forested mountains that roll down to an evocative waterfront. Incredible natural attractions, spontaneity that transforms everything into a party and world-famous monuments all make this city an unforgettable destination. Ships will dock at Pier Maua.

Top Things to Do in Rio De Janeiro:

  • Ascend Mt. Corcovado to get up close to the Christ the Redeemer statue
  • Relax on Ipanema or Copacabana beach
  • take a cable car up Sugarloaf Mountain
  • explore Tijuca National Park
Note: Ship ports may not be located in the starting & ending cities listed. Port and transfer details will be provided in your travel documentation. The provided itinerary is for informational purposes only. Activities and sightseeing attractions listed may not be available or achievable within the time in port.

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Oceania Insignia
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Daily Afternoon Tea

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Oceania Insignia Reviews (1) Most Recent 'Oceania Insignia' Reviews

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Pacific Islands cruise 1 , NSW, Australia, Jun 2025
We thoroughly enjoyed cruising the Pacific - the French Polynesian islands are just amazing! Rachael was fantastic through the whole process and responded to all our queries, no matter how trivial or inane, quickly and helpfully. Thanks for your patience Rachael!! Definitely book through Global Journeys again !

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Sunday 14 Feb 2027 14 Feb 27 Valparaiso
Friday 19 Mar 2027 19 Mar 27 Rio de Janeiro
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Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by Oceania. For cruise itineraries, cabin images are sourced from the cruise-line and should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

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