Sailing Search

14 Cruises

3 Nights Caribbean Cruise

Departing From

San Juan

1 Reviews

Duration

3 Nights

Port of Call

San Juan - Marigot, St Martin - Roseau - BridgetownItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

3 Nights Caribbean Cruise

Departing From

San Juan

1 Reviews

Avg. per person

From

$1,700

as little as

$567/night

What's Included?

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

Duration

3 Nights

Port of Call

San Juan - Marigot, St Martin - Roseau - BridgetownItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$1,700

as little as

$567/night

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

What's Included?

Sep 14, 2026 - Sep 17, 2026 Mon - Thu

Interior

Oceanview

Balcony

Suite

Sep 14, 2026 - Sep 17, 2026 Mon - Thu

Bonus Details

$1,700 USD

$1,900 USD

$2,200 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

3 Nights Mediterranean Cruise

3 Reviews

Duration

3 Nights

Port of Call

Valletta - Trapani - Cagliari (sardinia) - Civitavecchia (rome)Itinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

3 Nights Mediterranean Cruise

3 Reviews

Avg. per person

From

$2,600

as little as

$867/night

What's Included?

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

Duration

3 Nights

Port of Call

Valletta - Trapani - Cagliari (sardinia) - Civitavecchia (rome)Itinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$2,600

as little as

$867/night

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

What's Included?

Sep 19, 2026 - Sep 22, 2026 Sat - Tue

Interior

Oceanview

Balcony

Suite

Sep 19, 2026 - Sep 22, 2026 Sat - Tue

Bonus Details

$2,600 USD

$3,400 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

4 Nights Mediterranean Cruise

Departing From

Athens

3 Reviews

Duration

4 Nights

Port of Call

Athens (piraeus) - Santorini - Bodrum - VallettaItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

4 Nights Mediterranean Cruise

Departing From

Athens

3 Reviews

Avg. per person

From

$3,400

as little as

$850/night

What's Included?

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

Duration

4 Nights

Port of Call

Athens (piraeus) - Santorini - Bodrum - VallettaItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$3,400

as little as

$850/night

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

What's Included?

Sep 15, 2026 - Sep 19, 2026 Tue - Sat

Interior

Oceanview

Balcony

Suite

Sep 15, 2026 - Sep 19, 2026 Tue - Sat

Bonus Details

$3,400 USD

$4,500 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

9 Nights Caribbean Cruise

1 Reviews

Duration

9 Nights

Port of Call

Guayaquil - Fuerte Amador (panama City) - Fuerte Amador (panama City) - Fuerte Amador (panama City) - Panama Canal Transit - Cartagena - Santo Domingo - Punta Cana - San JuanItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

9 Nights Caribbean Cruise

1 Reviews

Avg. per person

From

$4,500

as little as

$500/night

What's Included?

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

Duration

9 Nights

Port of Call

Guayaquil - Fuerte Amador (panama City) - Fuerte Amador (panama City) - Fuerte Amador (panama City) - Panama Canal Transit - Cartagena - Santo Domingo - Punta Cana - San JuanItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$4,500

as little as

$500/night

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

What's Included?

Sep 5, 2026 - Sep 14, 2026 Sat - Mon

Interior

Oceanview

Balcony

Suite

Sep 5, 2026 - Sep 14, 2026 Sat - Mon

Bonus Details

$4,500 USD

$5,200 USD

$6,600 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

8 Nights Caribbean Cruise

1 Reviews

Duration

8 Nights

Port of Call

Bridgetown - Castries (st Lucia) - St Johns - Jost Van Dyke (british Virgin Islands) - Samana - Grand Turk - New YorkItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

8 Nights Caribbean Cruise

1 Reviews

Avg. per person

From

$4,500

as little as

$563/night

What's Included?

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

Duration

8 Nights

Port of Call

Bridgetown - Castries (st Lucia) - St Johns - Jost Van Dyke (british Virgin Islands) - Samana - Grand Turk - New YorkItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$4,500

as little as

$563/night

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

What's Included?

Sep 17, 2026 - Sep 25, 2026 Thu - Fri

Interior

Oceanview

Balcony

Suite

Sep 17, 2026 - Sep 25, 2026 Thu - Fri

Bonus Details

$4,500 USD

$5,300 USD

$5,400 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

14 Cruises

3 Nights Caribbean Cruise

3 Nights Caribbean Cruise

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

3 Nights Mediterranean Cruise

3 Nights Mediterranean Cruise

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

4 Nights Mediterranean Cruise

4 Nights Mediterranean Cruise

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

9 Nights Caribbean Cruise

9 Nights Caribbean Cruise

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

8 Nights Caribbean Cruise

8 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