Sailing Search

19 Cruises

7 Nights Eastern Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Ship

Star Seeker

Port of Call

San Juan - Mystery Port 1 - Mystery Port 2 - Mystery Port 3 - Mystery Port 4 - Mystery Port 5 - Mystery Port 6 - San JuanItinerary Details

Itinerary Details

7 Nights Eastern Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$7,199

as little as

$1,028/night

What's Included?

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

Duration

7 Nights

Ship

Star Seeker

Port of Call

San Juan - Mystery Port 1 - Mystery Port 2 - Mystery Port 3 - Mystery Port 4 - Mystery Port 5 - Mystery Port 6 - San JuanItinerary Details

Itinerary Details

Avg. per person

From

$7,199

as little as

$1,028/night

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

What's Included?

Mar 20, 2026 - Mar 27, 2026 Fri - Fri

Interior

Oceanview

Balcony

Suite

Mar 20, 2026 - Mar 27, 2026 Fri - Fri

Bonus Details

$7,199 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

14 Nights Caribbean Cruise

Departing From

San Juan

Duration

14 Nights

Ship

Explora II

Port of Call

San Juan - Kralendijk - Willemstad - Oranjestad - St Maarten/philipsburg - San Juan - St Johns (antigua) - Gustavia - Gustavia - Puerto Plata, Dominican Republic - Key West - MiamiItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

14 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$9,300

as little as

$664/night

What's Included?

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

Duration

14 Nights

Ship

Explora II

Port of Call

San Juan - Kralendijk - Willemstad - Oranjestad - St Maarten/philipsburg - San Juan - St Johns (antigua) - Gustavia - Gustavia - Puerto Plata, Dominican Republic - Key West - MiamiItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

Avg. per person

From

$9,300

as little as

$664/night

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

What's Included?

Mar 26, 2026 - Apr 9, 2026 Thu - Thu

Interior

Oceanview

Balcony

Suite

Mar 26, 2026 - Apr 9, 2026 Thu - Thu

Bonus Details

$9,300 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

23 Nights Transatlantic Cruise

Departing From

San Juan

Duration

23 Nights

Ship

Explora I

Port of Call

San Juan - St Johns (antigua) - Road Bay - Spanish Town (virgin Gorda) - Charlotte Amalie (saint Thomas) - Miami - San Juan - St Maarten/philipsburg - Santa Cruz De Tenerife - Arrecife (lanzarote) - Tangier - BarcelonaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

23 Nights Transatlantic Cruise

Departing From

San Juan

Avg. per person

From

$10,050

as little as

$437/night

What's Included?

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

Duration

23 Nights

Ship

Explora I

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$10,050

as little as

$437/night

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

What's Included?

Mar 2, 2026 - Mar 25, 2026 Mon - Wed

Interior

Oceanview

Balcony

Suite

Mar 2, 2026 - Mar 25, 2026 Mon - Wed

Bonus Details

$10,050 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 Eastern Caribbean Cruise

Departing From

San Juan

Duration

14 Nights

Ship

Star Seeker

Port of Call

San Juan - Cruz Bay, St John, Virgin Islands (us) - Basseterre - Gustavia - Philipsburg, St Maarten - Jost Van Dyke, Great Harbour - Virgin Gorda / Prickly Pear, British Virgin Islands - San Juan - Marigot, St Martin - Les Saintes - Mayreau - Bequia - Pigeon Island - The Pitons - San JuanItinerary Details

Itinerary Details

14 Nights Eastern Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$11,199

as little as

$800/night

What's Included?

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

Duration

14 Nights

Ship

Star Seeker

Port of Call

Itinerary Details

Avg. per person

From

$11,199

as little as

$800/night

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

What's Included?

Mar 6, 2026 - Mar 20, 2026 Fri - Fri

Interior

Oceanview

Balcony

Suite

Mar 6, 2026 - Mar 20, 2026 Fri - Fri

Bonus Details

$11,199 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

$12,060

as little as

$804/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

$12,060

as little as

$804/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

$12,060 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

19 Cruises

7 Nights Eastern Caribbean Cruise

7 Nights Eastern 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.

23 Nights Transatlantic Cruise

23 Nights Transatlantic Cruise

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

14 Nights Eastern Caribbean Cruise

14 Nights Eastern 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