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6 Cruises

14 Nights Transatlantic Cruise

Departing From

Lisbon

Duration

14 Nights

Ship

Wind Surf

Port of Call

Lisbon - St Johns - Philipsburg, St MaartenItinerary Details

Itinerary Details

14 Nights Transatlantic Cruise

Departing From

Lisbon

Avg. per person

From

$3,229

as little as

$231/night

What's Included?

*Prices shown are per person and include all taxes and fees.

Duration

14 Nights

Ship

Wind Surf

Port of Call

Lisbon - St Johns - Philipsburg, St MaartenItinerary Details

Itinerary Details

Avg. per person

From

$3,229

as little as

$231/night

*Prices shown are per person and include all taxes and fees.

What's Included?

Dec 5, 2026 - Dec 19, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 5, 2026 - Dec 19, 2026 Sat - Sat

Bonus Details

$3,229 USD

$3,829 USD

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Bonus Details

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All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,500 Visa Gift Card - FINAL DAY!

7 Nights Caribbean Cruise

Duration

7 Nights

Ship

Wind Surf

Port of Call

Philipsburg, St Maarten - Gustavia - Charlestown - Roseau - Mayreau - Les Saintes - Basseterre - Philipsburg, St MaartenItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Avg. per person

From

$3,351

as little as

$479/night

What's Included?

*Prices shown are per person and include all taxes and fees.

Duration

7 Nights

Ship

Wind Surf

Port of Call

Philipsburg, St Maarten - Gustavia - Charlestown - Roseau - Mayreau - Les Saintes - Basseterre - Philipsburg, St MaartenItinerary Details

Itinerary Details

Avg. per person

From

$3,351

as little as

$479/night

*Prices shown are per person and include all taxes and fees.

What's Included?

Dec 26, 2026 - Jan 2, 2027 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 26, 2026 - Jan 2, 2027 Sat - Sat

Bonus Details

$3,351 USD

$4,251 USD

Select

Bonus Details

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All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,000 Visa Gift Card - FINAL DAY!

7 Nights Caribbean Cruise

Duration

7 Nights

Ship

Wind Surf

Port of Call

Philipsburg, St Maarten - Gustavia - Falmouth Harbour - Road Bay - Sopers Hole - Jost Van Dyke, Great Harbour - Jost Van Dyke, Great Harbour - Virgin Gorda / Prickly Pear, British Virgin Islands - Philipsburg, St MaartenItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Avg. per person

From

$3,367

as little as

$481/night

What's Included?

*Prices shown are per person and include all taxes and fees.

Duration

7 Nights

Ship

Wind Surf

Port of Call

Itinerary Details

Avg. per person

From

$3,367

as little as

$481/night

*Prices shown are per person and include all taxes and fees.

What's Included?

Dec 19, 2026 - Dec 26, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 19, 2026 - Dec 26, 2026 Sat - Sat

Bonus Details

$3,367 USD

$4,267 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,000 Visa Gift Card - FINAL DAY!

14 Nights Caribbean Cruise

Duration

14 Nights

Ship

Wind Surf

Port of Call

Philipsburg, St Maarten - Gustavia - Charlestown - Roseau - Mayreau - Les Saintes - Basseterre - Philipsburg, St Maarten - Falmouth Harbour - Road Bay - Sopers Hole - Jost Van Dyke, Great Harbour - Jost Van Dyke, Great Harbour - Virgin Gorda / Prickly Pear, British Virgin Islands - Gustavia - Philipsburg, St MaartenItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Avg. per person

From

$5,019

as little as

$359/night

What's Included?

*Prices shown are per person and include all taxes and fees.

Duration

14 Nights

Ship

Wind Surf

Port of Call

Itinerary Details

Avg. per person

From

$5,019

as little as

$359/night

*Prices shown are per person and include all taxes and fees.

What's Included?

Dec 26, 2026 - Jan 9, 2027 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 26, 2026 - Jan 9, 2027 Sat - Sat

Bonus Details

$5,019 USD

$6,719 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,500 Visa Gift Card - FINAL DAY!

21 Nights Europe Cruise

Departing From

Lisbon

Duration

21 Nights

Ship

Wind Surf

Port of Call

Lisbon - St Johns - Philipsburg, St Maarten - Gustavia - Falmouth Harbour - Road Bay - Sopers Hole - Jost Van Dyke, Great Harbour - Jost Van Dyke, Great Harbour - Virgin Gorda / Prickly Pear, British Virgin Islands - Philipsburg, St MaartenItinerary Details

Itinerary Details

21 Nights Europe Cruise

Departing From

Lisbon

Avg. per person

From

$5,297

as little as

$252/night

What's Included?

*Prices shown are per person and include all taxes and fees.

Duration

21 Nights

Ship

Wind Surf

Port of Call

Itinerary Details

Avg. per person

From

$5,297

as little as

$252/night

*Prices shown are per person and include all taxes and fees.

What's Included?

Dec 5, 2026 - Dec 26, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 5, 2026 - Dec 26, 2026 Sat - Sat

Bonus Details

$5,297 USD

$6,697 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,500 Visa Gift Card - FINAL DAY!

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6 Cruises

14 Nights Transatlantic Cruise

14 Nights Transatlantic Cruise

DO YOU HAVE A FUTURE CRUISE CREDIT? Redeem your future cruise credit with CruiseDirector. Call us today 1-888-409-2784.

7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

JOIN THE VOYAGER CLUB! Members receive Airport Club Access, Concierge Support, Price Assurance & More.

7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

MAKE THE WORLD GREENER CruiseDirector and One Tree Planted are planting a tree for every passenger who sails with us.

14 Nights Caribbean Cruise

14 Nights Caribbean Cruise

BEST PRICE GUARANTEE! If you find a lower price online, we’ll match it!

21 Nights Europe Cruise

21 Nights Europe Cruise

FREE HOLDS Lock in a great price, finalize plans & pay later. Free Holds available on the final step

DO YOU HAVE A FUTURE CRUISE CREDIT?

Redeem your future cruise credit with CruiseDirector. Call us today 1-888-409-2784.

JOIN THE VOYAGER CLUB!

Members receive Airport Club Access, Concierge Support, Price Assurance & More.

MAKE THE WORLD GREENER

CruiseDirector and One Tree Planted are planting a tree for every passenger who sails with us.

BEST PRICE GUARANTEE!

If you find a lower price online, we’ll match it!

FREE HOLDS

Lock in a great price, finalize plans & pay later. Free Holds available on the final step