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68 Cruises

14 Nights Caribbean Cruise

Departing From

San Juan

Duration

14 Nights

Port of Call

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

Itinerary Details

14 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$6,545

as little as

$468/night

What's Included?

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

Duration

14 Nights

Port of Call

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

Itinerary Details

Avg. per person

From

$6,545

as little as

$468/night

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

What's Included?

Nov 29, 2026 - Dec 13, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 29, 2026 - Dec 13, 2026 Sun - Sun

Bonus Details

$6,545 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 - Road Bay - St Johns (antigua) - Frederiksted, Saint Croix - Isla Catalina - Puerto Plata, Dominican Republic - Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - St Maarten/philipsburg - San JuanItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$6,600

as little as

$471/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

$6,600

as little as

$471/night

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

What's Included?

Nov 15, 2026 - Nov 29, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 15, 2026 - Nov 29, 2026 Sun - Sun

Bonus Details

$6,600 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

USA Today: Best Ocean Cruise

15 Nights Caribbean Cruise

Departing From

Miami

Duration

15 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, Barbados - Rodney Bay, Saint Lucia - Little Bay, Montserrat - St Johns, Antigua And Barbuda - Carambola Beach, Saint Kitts And Nevis - Spanish Town, Virgin Gorda, British Virgin Islands - Philipsburg, Sint MaartenItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

15 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$6,884

as little as

$459/night

What's Included?

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

Duration

15 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

$6,884

as little as

$459/night

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

What's Included?

Nov 20, 2026 - Dec 5, 2026 Fri - Sat

Interior

Oceanview

Balcony

Suite

Nov 20, 2026 - Dec 5, 2026 Fri - Sat

Bonus Details

$6,884 USD

$13,004 USD

Select

Bonus Details

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All the Cruise Line Offers & More

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

$7,010

as little as

$501/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

$7,010

as little as

$501/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

$7,010 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 - 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

$7,085

as little as

$506/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

$7,085

as little as

$506/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

$7,085 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

68 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.

15 Nights Caribbean Cruise

15 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!

14 Nights Caribbean Cruise

14 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