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A beautiful view from Fort King George in Scarborough, Tobago, with historic cannons overlooking the Caribbean Sea and the town below, framed by lush tropical trees.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

40-night Amazon & Tropical Isles Voyage From Lisbon, Portugal

Lisbon
Arrecife
Las Palmas (Gran Canaria)
Santa Cruz de La Palma
San Juan
+17 more

Aboard

Insignia

From

Lisbon, Portugal

1 Sailing

Nov 9, 2026

1 Sailing

Nov 9, 2026

Published prices from

$14,149

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

15-night Canaries to Caribbean Voyage From Lisbon, Portugal

Lisbon
Arrecife
Las Palmas (Gran Canaria)
Santa Cruz de La Palma
San Juan
+3 more

Aboard

Insignia

From

Lisbon, Portugal

1 Sailing

Nov 9, 2026

1 Sailing

Nov 9, 2026

Published prices from

$3,949

per person*

taxes & fees included

Anaga Mountains landscape, Tenerife.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Azamara logo

15-night Transatlantic Cruise: Lisbon to Miami From Lisbon, Portugal

Lisbon
Lanzarote
Santa Cruz de Tenerife
St. Maarten (Philipsburg)
St. Thomas (Charlotte Amalie)
+2 more

Aboard

Azamara Quest

From

Lisbon, Portugal

1 Sailing

Nov 23, 2026

1 Sailing

Nov 23, 2026

An aerial view of Road Bay, Anguilla, showing a pristine white sand beach, lush green vegetation, and the stunningly clear turquoise water of the Caribbean Sea.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

21-night Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing Cruise From Lisbon, Portugal

Lisbon
St. John's
St. Maarten (Philipsburg)
Falmouth Harbour
Gustavia
+5 more

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

A breathtaking high-angle view of the large harbor and city of Porto Grande, São Vicente, Cape Verde, nestled between arid mountains and the serene Atlantic Ocean.
Up to 50% off + Kids Sail Free*
Norwegian Cruise Line logo.

14-night Transatlantic from Lisbon to Miami Cruise: Bahamas & Canary Islands From Lisbon, Portugal

Lisbon
Las Palmas (Gran Canaria)
Porto Grande
Roadtown
Great Stirrup Cay
+2 more

Aboard

Norwegian Viva

From

Lisbon, Portugal

1 Sailing

Nov 1, 2027

1 Sailing

Nov 1, 2027

Published prices from

$1,739

per person*

taxes & fees included

A beautiful panoramic shot from a garden in Funchal, Madeira, Portugal, showcasing meticulously manicured flower beds in geometric patterns with the city and the Atlantic Ocean in the background.
Up to $500 FREE Onboard Credit*
TCW EXCLUSIVE
Windstar

8-night Ocean Crossings Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Jost Van Dyke
St. Maarten (Philipsburg)

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Nov 5, 2027

1 Sailing

Nov 5, 2027

Published prices from

$2,580

per person*

taxes & fees included

The picturesque fishing village of Deshaies, Guadeloupe, with its colorful waterfront and red-roofed church nestled on a tranquil bay.
Up to $500 FREE Onboard Credit*
TCW EXCLUSIVE
Windstar

23-night Star Collector Cruise: Hearty Ports & Rum Punches - A Transatlantic Crossing From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Jost Van Dyke
St. Maarten (Philipsburg)
Gustavia
+6 more

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Nov 5, 2027

1 Sailing

Nov 5, 2027

Published prices from

$4,813

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*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

13-night Atlantic Crossing Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
St. John's
Carambola Beach
Trois Isles
+2 more

Aboard

Seabourn Ovation

From

Lisbon, Portugal

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

Published prices from

$6,709

per person*

taxes & fees included

Colorful buildings in Las Palmas, Spain.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Viking

11-night Mid Atlantic Crossing Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Santa Cruz de Tenerife
Las Palmas (Gran Canaria)
San Juan

Aboard

Viking Sea

From

Lisbon, Portugal

1 Sailing

Nov 16, 2027

1 Sailing

Nov 16, 2027

Published prices from

$2,899

per person*

taxes & fees included

A beautiful panoramic shot from a garden in Funchal, Madeira, Portugal, showcasing meticulously manicured flower beds in geometric patterns with the city and the Atlantic Ocean in the background.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Viking

11-night Mid Atlantic Crossing Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Santa Cruz de Tenerife
Las Palmas (Gran Canaria)
San Juan

Aboard

Viking Sky

From

Lisbon, Portugal

1 Sailing

Nov 18, 2027

1 Sailing

Nov 18, 2027

Published prices from

$2,899

per person*

taxes & fees included

A stunning view of Santa Cruz de la Palma's black sand beach, with gentle waves from the Atlantic Ocean, a colorful town, and green, volcanic mountains in the background.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

14-night Transatlantic Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Santa Cruz de La Palma
Santa Cruz de Tenerife
Sao Vicente (Mindelo)
+3 more

Aboard

Silver Dawn

From

Lisbon, Portugal

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

Published prices from

$5,350

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
Silversea logo

26-night Transatlantic Cruise From Lisbon, Portugal

Lisbon
Gibraltar
St. Maarten (Philipsburg)
San Juan
Miami
+6 more

Aboard

Silver Nova

From

Lisbon, Portugal

1 Sailing

Dec 3, 2027

1 Sailing

Dec 3, 2027

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
Silversea logo

15-night Transatlantic Cruise From Lisbon, Portugal

Lisbon
Gibraltar
St. Maarten (Philipsburg)
San Juan
Miami

Aboard

Silver Nova

From

Lisbon, Portugal

1 Sailing

Dec 3, 2027

1 Sailing

Dec 3, 2027

Published prices from

$5,950

per person*

taxes & fees included

Belém Tower on Tagus River.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

14-night Ocean Crossings Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Jost Van Dyke
San Juan

Aboard

Star Legend

From

Lisbon, Portugal

1 Sailing

Dec 6, 2027

1 Sailing

Dec 6, 2027

Published prices from

$4,450

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

21-night Star Collector Cruise: Atlantic Crossing To The Virgin Islands From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Jost Van Dyke
San Juan
Cruz Bay
+5 more

Aboard

Star Legend

From

Lisbon, Portugal

1 Sailing

Dec 6, 2027

1 Sailing

Dec 6, 2027

Published prices from

$5,668

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
Oceania Cruises

14-night Festive Crossing Voyage From Lisbon, Portugal

Lisbon
Arrecife
Santa Cruz de Tenerife
San Juan
Miami

Aboard

Oceania Aurelia

From

Lisbon, Portugal

1 Sailing

Jan 4, 2028

1 Sailing

Jan 4, 2028

Published prices from

$4,799

per person*

taxes & fees included

Belém Tower on Tagus River.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

24-night Southern Caribbean Sojourn Cruise From Lisbon, Portugal

Lisbon
Arrecife
Las Palmas (Gran Canaria)
Santa Cruz de Tenerife
Santa Cruz de La Palma
+8 more

Aboard

Seven Seas Mariner

From

Lisbon, Portugal

1 Sailing

Oct 14, 2028

1 Sailing

Oct 14, 2028

Published prices from

$12,399

per person*

taxes & fees included

A golden-hour shot of a sandy beach in Portimão, Portugal, with the clear water of the Atlantic Ocean gently washing over the sand and the large, jagged limestone rock formations of the Algarve coast lit by the sun.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Oceania Cruises

15-night Canary Isles Autumn Passage Voyage From Lisbon, Portugal

Lisbon
Portimao
Funchal (Madeira)
Santa Cruz de Tenerife
Santa Cruz de La Palma
+3 more

Aboard

Oceania Sonata

From

Lisbon, Portugal

1 Sailing

Nov 1, 2028

1 Sailing

Nov 1, 2028

Published prices from

$5,299

per person*

taxes & fees included

Belém Tower on Tagus River.
Windstar

14-night Ocean Crossing Cruise From Lisbon, Portugal

Lisbon
St. John's
St. Maarten (Philipsburg)

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Nov 5, 2028

1 Sailing

Nov 5, 2028

Published prices from

$2,839

per person*

taxes & fees included

An aerial shot of the Florida Keys at sunset, showing a long highway stretching along the thin strip of land, with the calm, turquoise Florida Strait on one side and a lush mangrove coastline on the other.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

13-night Lullaby Of The Atlantic Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
San Juan
Florida Strait
Miami

Aboard

Seven Seas Grandeur

From

Lisbon, Portugal

1 Sailing

Nov 20, 2028

1 Sailing

Nov 20, 2028

Published prices from

$7,599

per person*

taxes & fees included


*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.