Sailing Search

22 Cruises

4 Nights Caribbean Cruise

Departing From

Fort Lauderdale

3 Reviews

Duration

4 Nights

Port of Call

Fort Lauderdale - Nassau (paradise Island) - Samana - San JuanItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

4 Nights Caribbean Cruise

Departing From

Fort Lauderdale

3 Reviews

Avg. per person

From

$2,400

as little as

$600/night

What's Included?

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

Duration

4 Nights

Port of Call

Fort Lauderdale - Nassau (paradise Island) - Samana - San JuanItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$2,400

as little as

$600/night

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

What's Included?

Nov 23, 2026 - Nov 27, 2026 Mon - Fri

Interior

Oceanview

Balcony

Suite

Nov 23, 2026 - Nov 27, 2026 Mon - Fri

Bonus Details

$2,400 USD

$2,800 USD

$2,600 USD

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Bonus Details

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All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $500 Visa Gift Card

5 Nights Caribbean Cruise

Departing From

San Juan

3 Reviews

Duration

5 Nights

Port of Call

San Juan - Jost Van Dyke (british Virgin Islands) - Oranjestad, Aruba - Cartagena - CartagenaItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

5 Nights Caribbean Cruise

Departing From

San Juan

3 Reviews

Avg. per person

From

$3,000

as little as

$600/night

What's Included?

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

Duration

5 Nights

Port of Call

San Juan - Jost Van Dyke (british Virgin Islands) - Oranjestad, Aruba - Cartagena - CartagenaItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$3,000

as little as

$600/night

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

What's Included?

Nov 27, 2026 - Dec 2, 2026 Fri - Wed

Interior

Oceanview

Balcony

Suite

Nov 27, 2026 - Dec 2, 2026 Fri - Wed

Bonus Details

$3,000 USD

$3,600 USD

$3,300 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

7 Nights Caribbean Cruise

Departing From

San Juan

1 Reviews

Duration

7 Nights

Port of Call

San Juan - Jost Van Dyke (british Virgin Islands) - St Johns - Gustavia, St Barthelemy - St Thomas - Fort LauderdaleItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

1 Reviews

Avg. per person

From

$3,000

as little as

$429/night

What's Included?

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

Duration

7 Nights

Port of Call

San Juan - Jost Van Dyke (british Virgin Islands) - St Johns - Gustavia, St Barthelemy - St Thomas - Fort LauderdaleItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$3,000

as little as

$429/night

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

What's Included?

Nov 4, 2026 - Nov 11, 2026 Wed - Wed

Interior

Oceanview

Balcony

Suite

Nov 4, 2026 - Nov 11, 2026 Wed - Wed

Bonus Details

$3,000 USD

$3,900 USD

$4,200 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

USA Today: Best Ocean Cruise

8 Nights Caribbean Cruise

Departing From

Miami

Duration

8 Nights

Ship

Seabourn Ovation

Port of Call

Miami, Florida, Us - San Juan, Puerto Rico - Great Harbour, Jost Van Dyke, British Virgin Islands - Carambola Beach, Saint Kitts And Nevis - Roseau, Dominica - Port Elizabeth, Bequia, St Vincent And The Grenadines - Bridgetown, BarbadosItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

8 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$3,824

as little as

$478/night

What's Included?

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

Duration

8 Nights

Ship

Seabourn Ovation

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$3,824

as little as

$478/night

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

What's Included?

Nov 20, 2026 - Nov 28, 2026 Fri - Sat

Interior

Oceanview

Balcony

Suite

Nov 20, 2026 - Nov 28, 2026 Fri - Sat

Bonus Details

$3,824 USD

$7,224 USD

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Bonus Details

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All the Cruise Line Offers & More

9 Nights Caribbean Cruise

Departing From

Fort Lauderdale

1 Reviews

Duration

9 Nights

Port of Call

Fort Lauderdale - St Thomas - Road Town - Marigot, St Martin - San Juan - Puerto Plata - Fort LauderdaleItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

9 Nights Caribbean Cruise

Departing From

Fort Lauderdale

1 Reviews

Avg. per person

From

$4,100

as little as

$456/night

What's Included?

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

Duration

9 Nights

Port of Call

Fort Lauderdale - St Thomas - Road Town - Marigot, St Martin - San Juan - Puerto Plata - Fort LauderdaleItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$4,100

as little as

$456/night

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

What's Included?

Nov 24, 2026 - Dec 3, 2026 Tue - Thu

Interior

Oceanview

Balcony

Suite

Nov 24, 2026 - Dec 3, 2026 Tue - Thu

Bonus Details

$4,100 USD

$5,400 USD

$5,800 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

22 Cruises

4 Nights Caribbean Cruise

4 Nights Caribbean Cruise

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

5 Nights Caribbean Cruise

5 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.

8 Nights Caribbean Cruise

8 Nights Caribbean Cruise

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

9 Nights Caribbean Cruise

9 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