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82 Cruises

14 Nights Caribbean Cruise

Departing From

Miami

Duration

14 Nights

Port of Call

Miami - Providenciales - Puerto Plata, Dominican Republic - La Romana - Jost Van Dyke - Gustavia - San Juan - Road Bay - St Johns (antigua) - Frederiksted, Saint Croix - Isla Catalina - Puerto Plata, Dominican Republic - MiamiItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$7,470

as little as

$534/night

What's Included?

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

Duration

14 Nights

Port of Call

Itinerary Details

Avg. per person

From

$7,470

as little as

$534/night

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

What's Included?

Nov 8, 2026 - Nov 22, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 8, 2026 - Nov 22, 2026 Sun - Sun

Bonus Details

$7,470 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 Caribbean Cruise

Departing From

San Juan

Duration

14 Nights

Port of Call

San Juan - Tortola/road Town - Basseterre - Gustavia - Gustavia - Road Bay - Miami - Providenciales - Puerto Plata, Dominican Republic - La Romana - Jost Van Dyke - Gustavia - San JuanItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$7,470

as little as

$534/night

What's Included?

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

Duration

14 Nights

Port of Call

Itinerary Details

Avg. per person

From

$7,470

as little as

$534/night

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

What's Included?

Nov 1, 2026 - Nov 15, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 1, 2026 - Nov 15, 2026 Sun - Sun

Bonus Details

$7,470 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

14 Nights Caribbean Cruise

Departing From

Miami

Duration

14 Nights

Port of Call

Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - St Maarten/philipsburg - San Juan - Tortola/road Town - Basseterre - Gustavia - Grand Turk - MiamiItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$7,470

as little as

$534/night

What's Included?

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

Duration

14 Nights

Port of Call

Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - St Maarten/philipsburg - San Juan - Tortola/road Town - Basseterre - Gustavia - Grand Turk - MiamiItinerary Details

Itinerary Details

Avg. per person

From

$7,470

as little as

$534/night

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

What's Included?

Nov 22, 2026 - Dec 6, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 22, 2026 - Dec 6, 2026 Sun - Sun

Bonus Details

$7,470 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

18 Nights Caribbean Cruise

Departing From

Miami

Duration

18 Nights

Ship

Explora I

Port of Call

Miami - Willemstad - Oranjestad - Santa Marta - Cartagena - George Town, Grand Cayman - Miami - Cozumel - Costa Maya - Santo Tomas - Belize City - Roatan Island - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

18 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$8,130

as little as

$452/night

What's Included?

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

Duration

18 Nights

Ship

Explora I

Port of Call

Miami - Willemstad - Oranjestad - Santa Marta - Cartagena - George Town, Grand Cayman - Miami - Cozumel - Costa Maya - Santo Tomas - Belize City - Roatan Island - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$8,130

as little as

$452/night

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

What's Included?

Nov 25, 2026 - Dec 13, 2026 Wed - Sun

Interior

Oceanview

Balcony

Suite

Nov 25, 2026 - Dec 13, 2026 Wed - Sun

Bonus Details

$8,130 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

18 Nights Caribbean Cruise

Duration

18 Nights

Ship

Wind Star

Port of Call

Bridgetown - Bequia - St Georges - Kralendijk - Willemstad - Oranjestad - Cartagena - San Blas, Panama - Colon - Panama Canal - Balboa / Fuerte Amador - Balboa / Fuerte Amador - Isla Parida - Golfo Dulce (puerto Jimenez) - Quepos - Puerto CalderaItinerary Details

Itinerary Details

18 Nights Caribbean Cruise

Avg. per person

From

$8,200

as little as

$456/night

What's Included?

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

Duration

18 Nights

Ship

Wind Star

Port of Call

Itinerary Details

Avg. per person

From

$8,200

as little as

$456/night

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

What's Included?

Nov 24, 2026 - Dec 12, 2026 Tue - Sat

Interior

Oceanview

Balcony

Suite

Nov 24, 2026 - Dec 12, 2026 Tue - Sat

Bonus Details

$8,200 USD

$14,200 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

82 Cruises

14 Nights Caribbean Cruise

14 Nights Caribbean Cruise

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

14 Nights Caribbean Cruise

14 Nights Caribbean Cruise

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

14 Nights Caribbean Cruise

14 Nights Caribbean Cruise

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

18 Nights Caribbean Cruise

18 Nights Caribbean Cruise

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

18 Nights Caribbean Cruise

18 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