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74 Cruises

9 Nights Caribbean Cruise

Departing From

Fort Lauderdale

3 Reviews

Duration

9 Nights

Port of Call

Fort Lauderdale - George Town (grand Cayman) - Montego Bay - Santo Domingo - San Juan - Marigot, St Martin - Fort-de-france - BridgetownItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

9 Nights Caribbean Cruise

Departing From

Fort Lauderdale

3 Reviews

Avg. per person

From

$5,200

as little as

$578/night

What's Included?

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

Duration

9 Nights

Port of Call

Fort Lauderdale - George Town (grand Cayman) - Montego Bay - Santo Domingo - San Juan - Marigot, St Martin - Fort-de-france - BridgetownItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$5,200

as little as

$578/night

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

What's Included?

Nov 28, 2025 - Dec 7, 2025 Fri - Sun

Interior

Oceanview

Balcony

Suite

Nov 28, 2025 - Dec 7, 2025 Fri - Sun

Bonus Details

$5,200 USD

$5,800 USD

$5,900 USD

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Bonus Details

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All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,000 Visa Gift Card

New Ship

12 Nights Caribbean Cruise

Departing From

Miami

Duration

12 Nights

Ship

Oceania Allura

Port of Call

Miami - Oranjestad - Willemstad - Kralendijk - St Georges - Castries - Gustavia - Tortola - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

12 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$6,149

as little as

$512/night

What's Included?

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

Duration

12 Nights

Ship

Oceania Allura

Port of Call

Miami - Oranjestad - Willemstad - Kralendijk - St Georges - Castries - Gustavia - Tortola - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$6,149

as little as

$512/night

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

What's Included?

Nov 16, 2025 - Nov 28, 2025 Sun - Fri

Interior

Oceanview

Balcony

Suite

Nov 16, 2025 - Nov 28, 2025 Sun - Fri

Bonus Details

$6,149 USD

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Bonus Details

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All the Cruise Line Offers & More

25 Nights Caribbean Cruise

Departing From

Lisbon

Duration

25 Nights

Ship

Wind Spirit

Port of Call

Lisbon - Bridgetown - Bequia - Mayreau - St Georges - Kralendijk - Willemstad - Oranjestad - Cartagena - ColonItinerary Details

Itinerary Details

25 Nights Caribbean Cruise

Departing From

Lisbon

Avg. per person

From

$6,467

as little as

$259/night

What's Included?

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

Duration

25 Nights

Ship

Wind Spirit

Port of Call

Lisbon - Bridgetown - Bequia - Mayreau - St Georges - Kralendijk - Willemstad - Oranjestad - Cartagena - ColonItinerary Details

Itinerary Details

Avg. per person

From

$6,467

as little as

$259/night

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

What's Included?

Nov 4, 2025 - Nov 29, 2025 Tue - Sat

Interior

Oceanview

Balcony

Suite

Nov 4, 2025 - Nov 29, 2025 Tue - Sat

Bonus Details

$6,467 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

14 Nights Eastern Caribbean Cruise

Departing From

San Juan

Duration

14 Nights

Ship

Star Pride

Port of Call

San Juan - St Georges - Bequia - Mayreau - Les Saintes - Marigot, St Martin - San Juan - Cruz Bay, St John, Virgin Islands (us) - Gustavia - Basseterre - Philipsburg, St Maarten - Jost Van Dyke, Great Harbour - Virgin Gorda / Prickly Pear, British Virgin Islands - San JuanItinerary Details

Itinerary Details

14 Nights Eastern Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$4,093

as little as

$292/night

What's Included?

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

Duration

14 Nights

Ship

Star Pride

Port of Call

Itinerary Details

Avg. per person

From

$4,093

as little as

$292/night

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

What's Included?

Nov 23, 2025 - Dec 7, 2025 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 23, 2025 - Dec 7, 2025 Sun - Sun

Bonus Details

$6,708 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

15 Nights Caribbean Cruise

Departing From

San Juan

Duration

15 Nights

Ship

Explora I

Port of Call

San Juan - Road Bay - St Johns (antigua) - Gustavia - Tortola/road Town - Miami - Charlotte Amalie (saint Thomas) - Terre-de-haut - Bridgetown - Martinique/fort De France - Basseterre - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

15 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$7,000

as little as

$467/night

What's Included?

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

Duration

15 Nights

Ship

Explora I

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$7,000

as little as

$467/night

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

What's Included?

Nov 20, 2025 - Dec 5, 2025 Thu - Fri

Interior

Oceanview

Balcony

Suite

Nov 20, 2025 - Dec 5, 2025 Thu - Fri

Bonus Details

$7,000 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,500 Visa Gift Card

Filter Cruises

74 Cruises

9 Nights Caribbean Cruise

9 Nights Caribbean Cruise

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

12 Nights Caribbean Cruise

12 Nights Caribbean Cruise

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

25 Nights Caribbean Cruise

25 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 Eastern Caribbean Cruise

14 Nights Eastern Caribbean Cruise

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

15 Nights Caribbean Cruise

15 Nights Caribbean 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