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14 Cruises

Travvy Award: Best Ship

8 Nights Caribbean Cruise

Departing From

San Juan

Duration

8 Nights

Ship

Valiant Lady

Port of Call

San Juan, Puerto Rico, United States - Willemstad, Curacao, Curaao - Willemstad, Curacao, Curaao - Oranjestad, Aruba, Aruba - Oranjestad, Aruba, Aruba - Roseau, Dominica - Roseau, Dominica - St Johns, Antigua, Antigua And Barbuda - St Johns, Antigua, Antigua And Barbuda - Philipsburg, Sint Maarten (dutch Part) - Philipsburg, Sint Maarten (dutch Part) - San Juan, Puerto Rico, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

8 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$832

as little as

$104/night

What's Included?

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

Duration

8 Nights

Ship

Valiant Lady

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$832

as little as

$104/night

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

What's Included?

Dec 5, 2025 - Dec 13, 2025 Fri - Sat

Interior

Oceanview

Balcony

Suite

Dec 5, 2025 - Dec 13, 2025 Fri - Sat

Bonus Details

$832 USD

$900 USD

$1,036 USD

$3,032 USD

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Bonus Details

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All the Cruise Line Offers & More

Travvy Award: Best Ship

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Ship

Valiant Lady

Port of Call

San Juan, Puerto Rico, United States - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - Castries, St Lucia, Saint Lucia - Castries, St Lucia, Saint Lucia - Roseau, Dominica - Roseau, Dominica - Bridgetown, Barbados, Barbados - Bridgetown, Barbados, Barbados - Philipsburg, Sint Maarten (dutch Part) - Philipsburg, Sint Maarten (dutch Part) - San Juan, Puerto Rico, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$833

as little as

$119/night

What's Included?

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

Duration

7 Nights

Ship

Valiant Lady

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$833

as little as

$119/night

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

What's Included?

Dec 13, 2025 - Dec 20, 2025 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 13, 2025 - Dec 20, 2025 Sat - Sat

Bonus Details

$833 USD

$903 USD

$1,043 USD

$3,213 USD

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Bonus Details

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All the Cruise Line Offers & More

Travvy Award: Best Ship

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Ship

Valiant Lady

Port of Call

San Juan, Puerto Rico, United States - Philipsburg, Sint Maarten (dutch Part) - Philipsburg, Sint Maarten (dutch Part) - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - St Johns, Antigua, Antigua And Barbuda - St Johns, Antigua, Antigua And Barbuda - Castries, St Lucia, Saint Lucia - Castries, St Lucia, Saint Lucia - Road Town, Tortola, Bvi, Virgin Islands, British - Road Town, Tortola, Bvi, Virgin Islands, British - San Juan, Puerto Rico, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$968

as little as

$138/night

What's Included?

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

Duration

7 Nights

Ship

Valiant Lady

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$968

as little as

$138/night

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

What's Included?

Dec 20, 2025 - Dec 27, 2025 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 20, 2025 - Dec 27, 2025 Sat - Sat

Bonus Details

$968 USD

$1,088 USD

$1,325 USD

$3,563 USD

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Bonus Details

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All the Cruise Line Offers & More

Travvy Award: Best Ship

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Ship

Valiant Lady

Port of Call

San Juan, Puerto Rico, United States - Philipsburg, Sint Maarten (dutch Part) - Philipsburg, Sint Maarten (dutch Part) - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - Castries, St Lucia, Saint Lucia - Castries, St Lucia, Saint Lucia - Bridgetown, Barbados, Barbados - Bridgetown, Barbados, Barbados - Frederiksted, St Croix, United States - Frederiksted, St Croix, United States - San Juan, Puerto Rico, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$1,708

as little as

$244/night

What's Included?

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

Duration

7 Nights

Ship

Valiant Lady

Port of Call

San Juan, Puerto Rico, United States - Philipsburg, Sint Maarten (dutch Part) - Philipsburg, Sint Maarten (dutch Part) - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - Castries, St Lucia, Saint Lucia - Castries, St Lucia, Saint Lucia - Bridgetown, Barbados, Barbados - Bridgetown, Barbados, Barbados - Frederiksted, St Croix, United States - Frederiksted, St Croix, United States - San Juan, Puerto Rico, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$1,708

as little as

$244/night

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

What's Included?

Dec 27, 2025 - Jan 3, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 27, 2025 - Jan 3, 2026 Sat - Sat

Bonus Details

$2,030 USD

$1,708 USD

$2,163 USD

$4,893 USD

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Bonus Details

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All the Cruise Line Offers & More

6 Nights Caribbean Cruise

Departing From

San Juan

Duration

6 Nights

Ship

Star Pride

Port of Call

San Juan - Santo Domingo - Cartagena - Cartagena - San Blas, Panama - ColonItinerary Details

Itinerary Details

6 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$1,725

as little as

$288/night

What's Included?

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

Duration

6 Nights

Ship

Star Pride

Port of Call

San Juan - Santo Domingo - Cartagena - Cartagena - San Blas, Panama - ColonItinerary Details

Itinerary Details

Avg. per person

From

$1,725

as little as

$288/night

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

What's Included?

Dec 7, 2025 - Dec 13, 2025 Sun - Sat

Interior

Oceanview

Balcony

Suite

Dec 7, 2025 - Dec 13, 2025 Sun - Sat

Bonus Details

$1,725 USD

$2,544 USD

$5,135 USD

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Bonus Details

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All the Cruise Line Offers & More

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14 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.

7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

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

7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

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

7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

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

6 Nights Caribbean Cruise

6 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