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24 Cruises

9 Nights Caribbean Cruise

Departing From

Miami

Duration

9 Nights

Ship

Explora I

Port of Call

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

9 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$4,935

as little as

$548/night

What's Included?

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

Duration

9 Nights

Ship

Explora I

Port of Call

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

Avg. per person

From

$4,935

as little as

$548/night

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

What's Included?

Jan 11, 2027 - Jan 20, 2027 Mon - Wed

Interior

Oceanview

Balcony

Suite

Jan 11, 2027 - Jan 20, 2027 Mon - Wed

Bonus Details

$4,935 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

16 Nights Caribbean Cruise

Departing From

Miami

Duration

16 Nights

Ship

Explora I

Port of Call

Miami - Ocho Rios - Santo Tomas - Roatan Island - Belize City - Key West - Miami - Puerto Plata, Dominican Republic - St Maarten/philipsburg - Terre-de-haut - Basseterre - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

16 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$7,000

as little as

$438/night

What's Included?

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

Duration

16 Nights

Ship

Explora I

Port of Call

Miami - Ocho Rios - Santo Tomas - Roatan Island - Belize City - Key West - Miami - Puerto Plata, Dominican Republic - St Maarten/philipsburg - Terre-de-haut - Basseterre - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$7,000

as little as

$438/night

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

What's Included?

Jan 20, 2027 - Feb 5, 2027 Wed - Fri

Interior

Oceanview

Balcony

Suite

Jan 20, 2027 - Feb 5, 2027 Wed - Fri

Bonus Details

$7,000 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

15 Nights Caribbean Cruise

Departing From

Miami

Duration

15 Nights

Port of Call

Miami - Charlotte Amalie (saint Thomas) - Road Bay - Saint-pierre - Basseterre - St Maarten/philipsburg - San Juan - Tortola/road Town - St Johns (antigua) - Providenciales - Key West - MiamiItinerary Details

Itinerary Details

15 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$7,035

as little as

$469/night

What's Included?

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

Duration

15 Nights

Port of Call

Itinerary Details

Avg. per person

From

$7,035

as little as

$469/night

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

What's Included?

Jan 21, 2027 - Feb 5, 2027 Thu - Fri

Interior

Oceanview

Balcony

Suite

Jan 21, 2027 - Feb 5, 2027 Thu - Fri

Bonus Details

$7,035 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

San Juan

Duration

14 Nights

Port of Call

San Juan - Tortola/road Town - St Johns (antigua) - Providenciales - Key West - Miami - St Maarten/philipsburg - Gustavia - Basseterre - Saint John/cruz Bay - San JuanItinerary Details

Itinerary Details

14 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$7,210

as little as

$515/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 - St Johns (antigua) - Providenciales - Key West - Miami - St Maarten/philipsburg - Gustavia - Basseterre - Saint John/cruz Bay - San JuanItinerary Details

Itinerary Details

Avg. per person

From

$7,210

as little as

$515/night

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

What's Included?

Jan 29, 2027 - Feb 12, 2027 Fri - Fri

Interior

Oceanview

Balcony

Suite

Jan 29, 2027 - Feb 12, 2027 Fri - Fri

Bonus Details

$7,210 USD

Select

Bonus Details

Select

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

$7,385

as little as

$462/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

$7,385

as little as

$462/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

$7,385 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

24 Cruises

9 Nights Caribbean Cruise

9 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.

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!

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