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348 Cruises

14 Nights Caribbean Cruise

Departing From

Miami

Duration

14 Nights

Port of Call

Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - Charlotte Amalie (saint Thomas) - San Juan - St Maarten/philipsburg - Gustavia - Gustavia - Basseterre - Grand Turk - MiamiItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$8,100

as little as

$579/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

$8,100

as little as

$579/night

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

What's Included?

Feb 28, 2027 - Mar 14, 2027 Sun - Sun

Interior

Oceanview

Balcony

Suite

Feb 28, 2027 - Mar 14, 2027 Sun - Sun

Bonus Details

$8,100 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

16 Nights Caribbean Cruise

Departing From

San Juan

Duration

16 Nights

Ship

Explora I

Port of Call

San Juan - St Maarten/philipsburg - St Johns (antigua) - Little Bay - Tortola/road Town - Miami - Puerto Plata, Dominican Republic - Cayo Levantado, Dominican Republic - San Juan - Charlotte Amalie (saint Thomas) - Spanish Town (virgin Gorda) - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

16 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$8,120

as little as

$508/night

What's Included?

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

Duration

16 Nights

Ship

Explora I

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$8,120

as little as

$508/night

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

What's Included?

Jan 4, 2027 - Jan 20, 2027 Mon - Wed

Interior

Oceanview

Balcony

Suite

Jan 4, 2027 - Jan 20, 2027 Mon - Wed

Bonus Details

$8,120 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 - St Maarten/philipsburg - Gustavia - Basseterre - Saint John/cruz Bay - San Juan - Charlotte Amalie (saint Thomas) - St Johns (antigua) - Terre-de-haut - Puerto Plata, Dominican Republic - MiamiItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$8,250

as little as

$589/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

$8,250

as little as

$589/night

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

What's Included?

Feb 5, 2027 - Feb 19, 2027 Fri - Fri

Interior

Oceanview

Balcony

Suite

Feb 5, 2027 - Feb 19, 2027 Fri - Fri

Bonus Details

$8,250 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

12 Nights Caribbean Cruise

Departing From

Miami

Duration

12 Nights

Ship

Silver Nova

Port of Call

Miami, Fl - San Juan - St John - Gustavia, St Barthelemy - St Kitts (basseterre) - Oranjestad, Aruba - Willemstad, Curacao - Kralendijk, Bonaire - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

12 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$8,300

as little as

$692/night

What's Included?

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

Duration

12 Nights

Ship

Silver Nova

Port of Call

Miami, Fl - San Juan - St John - Gustavia, St Barthelemy - St Kitts (basseterre) - Oranjestad, Aruba - Willemstad, Curacao - Kralendijk, Bonaire - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$8,300

as little as

$692/night

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

What's Included?

Jan 6, 2027 - Jan 18, 2027 Wed - Mon

Interior

Oceanview

Balcony

Suite

Jan 6, 2027 - Jan 18, 2027 Wed - Mon

Bonus Details

$8,300 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

16 Nights Caribbean Cruise

Departing From

Miami

Duration

16 Nights

Port of Call

Miami - Puerto Plata, Dominican Republic - Cayo Levantado, Dominican Republic - San Juan - Spanish Town (virgin Gorda) - Road Bay - Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - Charlotte Amalie (saint Thomas) - San JuanItinerary Details

Itinerary Details

16 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$8,325

as little as

$520/night

What's Included?

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

Duration

16 Nights

Port of Call

Itinerary Details

Avg. per person

From

$8,325

as little as

$520/night

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

What's Included?

Feb 19, 2027 - Mar 7, 2027 Fri - Sun

Interior

Oceanview

Balcony

Suite

Feb 19, 2027 - Mar 7, 2027 Fri - Sun

Bonus Details

$8,325 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

348 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.

16 Nights Caribbean Cruise

16 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.

12 Nights Caribbean Cruise

12 Nights Caribbean Cruise

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

16 Nights Caribbean Cruise

16 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