Sailing Search

21 Cruises

8 Nights Caribbean Cruise

Departing From

San Juan

Duration

8 Nights

Ship

Explora II

Port of Call

San Juan - St Georges (grenada) - Bequia - Bridgetown - Martinique/fort De France - Gustavia - Basseterre - San JuanItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

8 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$4,940

as little as

$618/night

What's Included?

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

Duration

8 Nights

Ship

Explora II

Port of Call

San Juan - St Georges (grenada) - Bequia - Bridgetown - Martinique/fort De France - Gustavia - Basseterre - San JuanItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

Avg. per person

From

$4,940

as little as

$618/night

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

What's Included?

Mar 3, 2026 - Mar 11, 2026 Tue - Wed

Interior

Oceanview

Balcony

Suite

Mar 3, 2026 - Mar 11, 2026 Tue - Wed

Bonus Details

$4,940 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

10 Nights Caribbean Cruise

Departing From

San Juan

Duration

10 Nights

Ship

Star Seeker

Port of Call

San Juan - Cruz Bay, St John, Virgin Islands (us) - St Johns - Les Saintes - Pigeon Island - St Georges - Gustavia - Jost Van Dyke, Great Harbour - Virgin Gorda / Prickly Pear, British Virgin Islands - San JuanItinerary Details

Itinerary Details

10 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$5,857

as little as

$586/night

What's Included?

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

Duration

10 Nights

Ship

Star Seeker

Port of Call

Itinerary Details

Avg. per person

From

$5,857

as little as

$586/night

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

What's Included?

Mar 27, 2026 - Apr 6, 2026 Fri - Mon

Interior

Oceanview

Balcony

Suite

Mar 27, 2026 - Apr 6, 2026 Fri - Mon

Bonus Details

$5,857 USD

$6,757 USD

$8,457 USD

Select

Bonus Details

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All the Cruise Line Offers & More

CruiseDirector Exclusive: Up to $1,000 Visa Gift Card

13 Nights Transatlantic Cruise

Departing From

San Juan

Duration

13 Nights

Ship

Explora I

Port of Call

San Juan - St Maarten/philipsburg - Santa Cruz De Tenerife - Arrecife (lanzarote) - Gibraltar - BarcelonaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

13 Nights Transatlantic Cruise

Departing From

San Juan

Avg. per person

From

$6,000

as little as

$462/night

What's Included?

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

Duration

13 Nights

Ship

Explora I

Port of Call

San Juan - St Maarten/philipsburg - Santa Cruz De Tenerife - Arrecife (lanzarote) - Gibraltar - BarcelonaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$6,000

as little as

$462/night

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

What's Included?

Mar 12, 2026 - Mar 25, 2026 Thu - Wed

Interior

Oceanview

Balcony

Suite

Mar 12, 2026 - Mar 25, 2026 Thu - Wed

Bonus Details

$6,000 USD

Select

Bonus Details

Select

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 II

Port of Call

San Juan - St Georges (grenada) - Bequia - Bridgetown - Martinique/fort De France - Gustavia - Basseterre - San Juan - Road Bay - St Johns (antigua) - St Maarten/philipsburg - Spanish Town (virgin Gorda) - MiamiItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

15 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$7,470

as little as

$498/night

What's Included?

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

Duration

15 Nights

Ship

Explora II

Port of Call

Best For

Gourmet

Luxury

Itinerary Details

Avg. per person

From

$7,470

as little as

$498/night

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

What's Included?

Mar 3, 2026 - Mar 18, 2026 Tue - Wed

Interior

Oceanview

Balcony

Suite

Mar 3, 2026 - Mar 18, 2026 Tue - Wed

Bonus Details

$7,470 USD

Select

Bonus Details

Select

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 II

Port of Call

San Juan - Road Bay - St Johns (antigua) - St Maarten/philipsburg - Spanish Town (virgin Gorda) - Miami - Charlotte Amalie (saint Thomas) - Terre-de-haut - Bridgetown - Martinique/fort De France - Basseterre - San JuanItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

15 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$7,650

as little as

$510/night

What's Included?

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

Duration

15 Nights

Ship

Explora II

Port of Call

Best For

Gourmet

Luxury

Itinerary Details

Avg. per person

From

$7,650

as little as

$510/night

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

What's Included?

Mar 11, 2026 - Mar 26, 2026 Wed - Thu

Interior

Oceanview

Balcony

Suite

Mar 11, 2026 - Mar 26, 2026 Wed - Thu

Bonus Details

$7,650 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

21 Cruises

8 Nights Caribbean Cruise

8 Nights Caribbean Cruise

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

10 Nights Caribbean Cruise

10 Nights Caribbean Cruise

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

13 Nights Transatlantic Cruise

13 Nights Transatlantic Cruise

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

15 Nights Caribbean Cruise

15 Nights Caribbean Cruise

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

15 Nights Caribbean Cruise

15 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