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4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau

Destinations Departure Ports Cruise Lines Deals Land Tours Find Cruises

1-800-377-9383

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26 Results

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*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

19-night Caribbean Tour De Force Voyage

Aboard

Insignia

From

Miami, Florida

1 Sailing

Jan 8, 2026

1 Sailing

Jan 8, 2026

Published prices from

$5,699

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

12-night Radiant Island Dawns Voyage

Aboard

Insignia

From

Miami, Florida

1 Sailing

Jan 15, 2026

1 Sailing

Jan 15, 2026

Published prices from

$3,499

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

10-night Caribbean Illumination Voyage

Aboard

Allura

From

Miami, Florida

2 Sailings

Feb 9 - Apr 4, 2026

2 Sailings

Feb 9 - Apr 4, 2026

Published prices from

$3,899

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

12-night Tropical Island Rhythms Voyage

Aboard

Nautica

From

Miami, Florida

1 Sailing

Feb 26, 2026

1 Sailing

Feb 26, 2026

Published prices from

$3,599

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

12-night Curated Caribbean Voyage

Aboard

Allura

From

Miami, Florida

1 Sailing

Nov 16, 2025

1 Sailing

Nov 16, 2025

Published prices from

$4,999

per person*

taxes & fees included

Exclusive Savings & Events with Oceania Club*

40-night Amazon & Tropical Isles Voyage

Lisbon

Arrecife

Las Palmas (Gran Canaria)

Santa Cruz de La Palma

San Juan

+16 more

Aboard

Insignia

From

Lisbon, Portugal

1 Sailing

Nov 9, 2026

1 Sailing

Nov 9, 2026

Published prices from

$9,699

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

Up to $500 FREE Onboard Credit*

TCW EXCLUSIVE

31-night Loving The Island Life Voyage

Aboard

Sirena

From

Miami, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

Published prices from

$8,299

per person*

taxes & fees included

A panoramic view of Fort-de-France, Martinique, showing a bustling bay filled with boats and yachts, with colorful houses nestled on the surrounding green hillsides and the deep blue Caribbean Sea beyond.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

31-night Island & Amazon Immersion Voyage

Aboard

Insignia

From

Miami, Florida

1 Sailing

Jan 15, 2026

1 Sailing

Jan 15, 2026

Published prices from

$8,099

per person*

taxes & fees included

An aerial view of the vast Amazon River in Peru, meandering through a dense, green rainforest with a small floating lodge anchored along its banks.

Exclusive Savings & Events with Oceania Club*+ 1 more offer

19-night Amazon To Caribbean Gems Voyage

Bridgetown (Barbados)

Amazon River

Santarem

Parintins (Amazon River)

Manaus (Amazon River)

+9 more

Aboard

Insignia

From

Bridgetown, Barbados

1 Sailing

Jan 27, 2026

1 Sailing

Jan 27, 2026

Published prices from

$5,499

per person*

taxes & fees included

A stone lion statue in the foreground with the beautiful city of Perast and the Bay of Kotor in Montenegro in the background, featuring red-roofed buildings and a church steeple by the water.

57-night Old & New World Discovery Voyage

Igoumenitsa (Meteora)

+32 more

Aboard

Insignia

From

Fusina, Venice, Italy

1 Sailing

Oct 23, 2026

1 Sailing

Oct 23, 2026

Published prices from

$15,099

per person*

taxes & fees included

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

12-night Sunkissed Caribbean Shores Voyage

Aboard

Insignia

From

Miami, Florida

1 Sailing

Dec 7, 2025

1 Sailing

Dec 7, 2025

Published prices from

$2,499

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

12-night Exotic Caribbean Escape Voyage

Miami

Oranjestad

Willemstad

St. Vincent (Kingstown)

Castries

+4 more

Aboard

Marina

From

Miami, Florida

1 Sailing

Feb 1, 2027

1 Sailing

Feb 1, 2027

Published prices from

$3,799

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

12-night Azure Caribbean Voyage

Aboard

Nautica

From

Miami, Florida

1 Sailing

Jan 5, 2026

1 Sailing

Jan 5, 2026

Published prices from

$3,499

per person*

taxes & fees included

A stunning autumn landscape in Havre-Saint-Pierre, Quebec, with a lake reflecting a forest of trees in various shades of green, yellow, and orange, with a wooden pier in the foreground.

25-night Canada & Caribbean Isles Voyage

Montreal

Quebec City

Saguenay

Baie-Comeau (Comeau Bay)

Sept-Iles

+16 more

Aboard

Vista

From

Montreal, Quebec

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

Published prices from

$11,299

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

12-night Caribbean Carousel Voyage

Aboard

Sirena

From

Miami, Florida

1 Sailing

Nov 28, 2027

1 Sailing

Nov 28, 2027

Published prices from

$3,399

per person*

taxes & fees included

A wide-angle view of the bustling harbor of Charlotte Amalie, St. Thomas, with many sailboats and yachts docked in the tranquil blue water, and the town's buildings climbing the lush green hills.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

33-night East To Ancient Worlds Voyage

Aboard

Allura

From

Miami, Florida

1 Sailing

Apr 4, 2026

1 Sailing

Apr 4, 2026

Published prices from

$10,199

per person*

taxes & fees included

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

14-night Festive Caribbean Frolic Voyage

Aboard

Sirena

From

Miami, Florida

1 Sailing

Dec 22, 2027

1 Sailing

Dec 22, 2027

Published prices from

$4,399

per person*

taxes & fees included

A beautiful seaside view of the Farol da Barra lighthouse and the historic Fort of Santo Antônio da Barra, a major landmark in Santarém, Brazil, with the Atlantic Ocean and a rocky coastline in the foreground.

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

25-night Amazon & Caribbean Isles Voyage

Aboard

Insignia

From

Miami, Florida

1 Sailing

Nov 24, 2026

1 Sailing

Nov 24, 2026

Published prices from

$6,799

per person*

taxes & fees included

An aerial view of the city of Parintins, Brazil, located on the Amazon River, with a dense forest in the foreground and the wide river in the distance.

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

47-night Footsteps of Columbus Voyage

Aboard

Insignia

From

Barcelona, Spain

1 Sailing

Nov 2, 2026

1 Sailing

Nov 2, 2026

Published prices from

$12,099

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.

Up to $500 FREE Onboard Credit*

TCW EXCLUSIVE

14-night Caribbean Enchantment Voyage

New York City

St. Thomas (Charlotte Amalie)

Aboard

Vista

From

New York, New York

1 Sailing

Oct 28, 2026

1 Sailing

Oct 28, 2026

Published prices from

$4,999

per person*

taxes & fees included

Exclusive Savings & Events with Oceania Club*+ 1 more offer

31-night Mythical Secrets Of Brazil Voyage

Aboard

Marina

From

Buenos Aires, Argentina

1 Sailing

Mar 7, 2026

1 Sailing

Mar 7, 2026

Published prices from

$7,899

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

25-night Call Of The Amazon Voyage

Aboard

Insignia

From

Miami, Florida

1 Sailing

Nov 12, 2025

1 Sailing

Nov 12, 2025

Published prices from

$6,999

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

19-night Caribbean Spectrum Voyage

Aboard

Allura

From

Miami, Florida

1 Sailing

Nov 16, 2025

1 Sailing

Nov 16, 2025

Published prices from

$6,499

per person*

taxes & fees included

Exclusive Savings & Events with Oceania Club*+ 1 more offer

21-night Heart Of The Amazon Voyage

Rio de Janeiro

Recife

Amazon River

Alter Do Chão (Amazon River)

Boca Da Valeria (Amazon River)

+7 more

Aboard

Marina

From

Rio de Janeiro, Brazil

1 Sailing

Mar 17, 2026

1 Sailing

Mar 17, 2026

Published prices from

$5,499

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

11-night Eclectic Caribbean Voyage

Bridgetown (Barbados)

+4 more

Aboard

Allura

From

Miami, Florida

1 Sailing

Dec 10, 2025

1 Sailing

Dec 10, 2025

Published prices from

$4,199

per person*

taxes & fees included