Sailing Search

17 Cruises

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 - Philipsburg - Basseterre, Saint Kitts And Nevis - St Johns, Antigua - Castries, St Lucia - Tortola - San Juan, Puerto RicoItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$763

as little as

$109/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 - Philipsburg - Basseterre, Saint Kitts And Nevis - St Johns, Antigua - Castries, St Lucia - Tortola - San Juan, Puerto RicoItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$763

as little as

$109/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

$763 USD

$833 USD

$903 USD

$3,563 USD

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Bonus Details

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All the Cruise Line Offers & More

New Ship

7 Nights Caribbean Cruise

Departing From

Miami

Duration

7 Nights

Ship

Resilient Lady

Port of Call

Miami, Florida - Ocho Rios - George Town - The Beach Club At Bimini - Miami, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

7 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$763

as little as

$109/night

What's Included?

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

Duration

7 Nights

Ship

Resilient Lady

Port of Call

Miami, Florida - Ocho Rios - George Town - The Beach Club At Bimini - Miami, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$763

as little as

$109/night

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

What's Included?

Dec 6, 2025 - Dec 13, 2025 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 6, 2025 - Dec 13, 2025 Sat - Sat

Bonus Details

$763 USD

$903 USD

$1,043 USD

$3,493 USD

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Bonus Details

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All the Cruise Line Offers & More

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

Bonus Details

$2,030 USD

$2,240 USD

$2,233 USD

$5,103 USD

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Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Large Ship

5 Nights Caribbean Cruise

Departing From

Miami

Duration

5 Nights

Ship

Scarlet Lady

Port of Call

Miami, Florida - Puerto Plata - The Beach Club At Bimini - Miami, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

5 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$542

as little as

$108/night

What's Included?

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

Duration

5 Nights

Ship

Scarlet Lady

Port of Call

Miami, Florida - Puerto Plata - The Beach Club At Bimini - Miami, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$542

as little as

$108/night

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

What's Included?

Dec 5, 2025 - Dec 10, 2025 Fri - Wed

Interior

Oceanview

Balcony

Suite

Dec 5, 2025 - Dec 10, 2025 Fri - Wed

Bonus Details

$825 USD

$845 USD

$1,045 USD

$2,195 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 - Willemstad, Curacao - Oranjestad, Aruba - Roseau - St Johns, Antigua - Philipsburg - San Juan, Puerto RicoItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

8 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$870

as little as

$109/night

What's Included?

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

Duration

8 Nights

Ship

Valiant Lady

Port of Call

San Juan, Puerto Rico - Willemstad, Curacao - Oranjestad, Aruba - Roseau - St Johns, Antigua - Philipsburg - San Juan, Puerto RicoItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$870

as little as

$109/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

$870 USD

$950 USD

$1,030 USD

$3,032 USD

Select

Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Large Ship

5 Nights Caribbean Cruise

Departing From

Miami

Duration

5 Nights

Ship

Scarlet Lady

Port of Call

Miami, Florida - Grand Turk, Turks And Caicos - The Beach Club At Bimini - Miami, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

5 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$825

as little as

$165/night

What's Included?

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

Duration

5 Nights

Ship

Scarlet Lady

Port of Call

Miami, Florida - Grand Turk, Turks And Caicos - The Beach Club At Bimini - Miami, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$825

as little as

$165/night

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

What's Included?

Dec 19, 2025 - Dec 24, 2025 Fri - Wed

Interior

Oceanview

Balcony

Suite

Dec 19, 2025 - Dec 24, 2025 Fri - Wed

Bonus Details

$875 USD

$1,045 USD

$1,246 USD

$2,295 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Filter Cruises

17 Cruises

7 Nights Caribbean Cruise

7 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.

5 Nights Caribbean Cruise

5 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!

5 Nights Caribbean Cruise

5 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