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22 Cruises

Travvy Award: Best Ship

6 Nights Caribbean Cruise

Departing From

San Juan

Duration

6 Nights

Ship

Valiant Lady

Port of Call

San Juan, Puerto Rico, United States - Tortola, Virgin Islands, British - St Johns, Antigua, Antigua And Barbuda - Castries, St Lucia, Saint Lucia - Basseterre, Saint Kitts And Nevis, Saint Kitts And Nevis - San Juan, Puerto Rico, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

6 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$894

as little as

$149/night

What's Included?

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

Duration

6 Nights

Ship

Valiant Lady

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$894

as little as

$149/night

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

What's Included?

Nov 14, 2026 - Nov 20, 2026 Sat - Fri

Interior

Oceanview

Balcony

Suite

Nov 14, 2026 - Nov 20, 2026 Sat - Fri

Bonus Details

$900 USD

$894 USD

$1,074 USD

$3,540 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) - Bridgetown, Barbados, Barbados - Castries, St Lucia, Saint Lucia - Fort-de-france, Martinique, Martinique - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - 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

$693

as little as

$99/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

$693

as little as

$99/night

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

What's Included?

Nov 7, 2026 - Nov 14, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Nov 7, 2026 - Nov 14, 2026 Sat - Sat

Bonus Details

$903 USD

$1,113 USD

$1,323 USD

$4,130 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 - St Thomas, Us Virgin Islands, United States - Road Town, Tortola, Bvi, Virgin Islands, British - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - St Johns, Antigua, Antigua And Barbuda - 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

$973

as little as

$139/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

$973

as little as

$139/night

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

What's Included?

Nov 28, 2026 - Dec 5, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Nov 28, 2026 - Dec 5, 2026 Sat - Sat

Bonus Details

$973 USD

$1,113 USD

$1,323 USD

$4,130 USD

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Bonus Details

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All the Cruise Line Offers & More

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 - St Thomas, Us Virgin Islands, United States - Willemstad, Curacao, Curacao - Oranjestad, Aruba, Aruba - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - 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

$1,112

as little as

$139/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

$1,112

as little as

$139/night

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

What's Included?

Nov 20, 2026 - Nov 28, 2026 Fri - Sat

Interior

Oceanview

Balcony

Suite

Nov 20, 2026 - Nov 28, 2026 Fri - Sat

Bonus Details

$1,112 USD

$1,352 USD

$1,592 USD

$4,720 USD

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Bonus Details

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All the Cruise Line Offers & More

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Ship

Star Pride

Port of Call

San Juan - St Georges - Bequia - Mayreau - Les Saintes - Marigot, St Martin - San JuanItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$2,730

as little as

$390/night

What's Included?

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

Duration

7 Nights

Ship

Star Pride

Port of Call

San Juan - St Georges - Bequia - Mayreau - Les Saintes - Marigot, St Martin - San JuanItinerary Details

Itinerary Details

Avg. per person

From

$2,730

as little as

$390/night

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

What's Included?

Nov 8, 2026 - Nov 15, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 8, 2026 - Nov 15, 2026 Sun - Sun

Bonus Details

$2,730 USD

$3,990 USD

$5,230 USD

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Bonus Details

Select

All the Cruise Line Offers & More

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

Nov 22, 2026 - Nov 29, 2026 Sun - Sun

Bonus Details

$2,930 USD

$4,190 USD

$5,430 USD

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Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

22 Cruises

6 Nights Caribbean Cruise

6 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.

8 Nights Caribbean Cruise

8 Nights Caribbean Cruise

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

7 Nights Caribbean Cruise

7 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