Sailing Search

16 Cruises

15 Nights Caribbean Cruise

Departing From

San Juan

Duration

15 Nights

Ship

Explora I

Port of Call

San Juan - Gustavia - St Johns (antigua) - Tortola/road Town - Road Bay - Miami - Saint John/cruz Bay - Deshaies - St Georges (grenada) - Bridgetown - Little Bay - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

15 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$8,865

as little as

$591/night

What's Included?

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

Duration

15 Nights

Ship

Explora I

Port of Call

San Juan - Gustavia - St Johns (antigua) - Tortola/road Town - Road Bay - Miami - Saint John/cruz Bay - Deshaies - St Georges (grenada) - Bridgetown - Little Bay - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$8,865

as little as

$591/night

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

What's Included?

Jan 6, 2026 - Jan 21, 2026 Tue - Wed

Interior

Oceanview

Balcony

Suite

Jan 6, 2026 - Jan 21, 2026 Tue - Wed

Bonus Details

$8,865 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

San Juan

Duration

15 Nights

Ship

Explora I

Port of Call

San Juan - Gustavia - Tortola/road Town - St Johns (antigua) - Road Bay - Miami - Charlotte Amalie (saint Thomas) - Terre-de-haut - Bridgetown - Martinique/fort De France - Basseterre - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

15 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$9,225

as little as

$615/night

What's Included?

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

Duration

15 Nights

Ship

Explora I

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$9,225

as little as

$615/night

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

What's Included?

Jan 21, 2026 - Feb 5, 2026 Wed - Thu

Interior

Oceanview

Balcony

Suite

Jan 21, 2026 - Feb 5, 2026 Wed - Thu

Bonus Details

$9,225 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

Ship

Explora I

Port of Call

Miami - Saint John/cruz Bay - Deshaies - St Georges (grenada) - Bridgetown - Little Bay - San Juan - Gustavia - Tortola/road Town - St Johns (antigua) - Road Bay - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

15 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$9,495

as little as

$633/night

What's Included?

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

Duration

15 Nights

Ship

Explora I

Port of Call

Miami - Saint John/cruz Bay - Deshaies - St Georges (grenada) - Bridgetown - Little Bay - San Juan - Gustavia - Tortola/road Town - St Johns (antigua) - Road Bay - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$9,495

as little as

$633/night

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

What's Included?

Jan 13, 2026 - Jan 28, 2026 Tue - Wed

Interior

Oceanview

Balcony

Suite

Jan 13, 2026 - Jan 28, 2026 Tue - Wed

Bonus Details

$9,495 USD

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Bonus Details

Select

All the Cruise Line Offers & More

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

20 Nights Caribbean Cruise

Departing From

Miami

Duration

20 Nights

Ship

Explora II

Port of Call

Miami - Charlotte Amalie (saint Thomas) - Pointe-a-pitre - Castries - Little Bay - Saint John/cruz Bay - Miami - Puerto Plata, Dominican Republic - Kralendijk - Oranjestad - Willemstad - Ocean Cay - MiamiItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

20 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$10,875

as little as

$544/night

What's Included?

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

Duration

20 Nights

Ship

Explora II

Port of Call

Best For

Gourmet

Luxury

Itinerary Details

Avg. per person

From

$10,875

as little as

$544/night

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

What's Included?

Jan 15, 2026 - Feb 4, 2026 Thu - Wed

Interior

Oceanview

Balcony

Suite

Jan 15, 2026 - Feb 4, 2026 Thu - Wed

Bonus Details

$10,875 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

20 Nights Caribbean Cruise

Departing From

Miami

Duration

20 Nights

Ship

Explora II

Port of Call

Miami - Puerto Plata, Dominican Republic - Kralendijk - Oranjestad - Willemstad - Ocean Cay - Miami - Charlotte Amalie (saint Thomas) - Pointe-a-pitre - Castries - Little Bay - Saint John/cruz Bay - MiamiItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

20 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$10,980

as little as

$549/night

What's Included?

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

Duration

20 Nights

Ship

Explora II

Port of Call

Best For

Gourmet

Luxury

Itinerary Details

Avg. per person

From

$10,980

as little as

$549/night

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

What's Included?

Jan 25, 2026 - Feb 14, 2026 Sun - Sat

Interior

Oceanview

Balcony

Suite

Jan 25, 2026 - Feb 14, 2026 Sun - Sat

Bonus Details

$10,980 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

16 Cruises

15 Nights Caribbean Cruise

15 Nights Caribbean Cruise

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

15 Nights Caribbean Cruise

15 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.

20 Nights Caribbean Cruise

20 Nights Caribbean Cruise

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

20 Nights Caribbean Cruise

20 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