Sailing Search

48 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, United States - Philipsburg, Sint Maarten (dutch Part) - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - St Johns, Antigua, Antigua And Barbuda - Castries, St Lucia, Saint Lucia - St Thomas, Us Virgin Islands, 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

$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?

Jan 31, 2026 - Feb 7, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Jan 31, 2026 - Feb 7, 2026 Sat - Sat

Bonus Details

$693 USD

$973 USD

$1,183 USD

$2,863 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 - Bridgetown, Barbados, Barbados - Fort-de-france, Martinique, Martinique - 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

$700

as little as

$100/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

$700

as little as

$100/night

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

What's Included?

Jan 17, 2026 - Jan 24, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Jan 17, 2026 - Jan 24, 2026 Sat - Sat

Bonus Details

$700 USD

$826 USD

$1,015 USD

$2,975 USD

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Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Large Ship

4 Nights Caribbean Cruise

Departing From

Miami

Duration

4 Nights

Ship

Scarlet Lady

Port of Call

Miami, United States - Key West, United States - The Beach Club At Bimini, Bahamas - Miami, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

4 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$396

as little as

$99/night

What's Included?

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

Duration

4 Nights

Ship

Scarlet Lady

Port of Call

Miami, United States - Key West, United States - The Beach Club At Bimini, Bahamas - Miami, United StatesItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$396

as little as

$99/night

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

What's Included?

Jan 21, 2026 - Jan 25, 2026 Wed - Sun

Interior

Oceanview

Balcony

Suite

Jan 21, 2026 - Jan 25, 2026 Wed - Sun

Bonus Details

$720 USD

$716 USD

$876 USD

$1,876 USD

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Bonus Details

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All the Cruise Line Offers & More

Travel + Leisure: Best Large Ship

9 Nights Caribbean Cruise

Departing From

Miami

4 Reviews

Duration

9 Nights

Ship

Queen Elizabeth

Port of Call

Miami, Fl, Usa - Amber Cove, Dominican Republic - Montego Bay, Jamaica - Belize City, Belize - Cozumel, Mexico - Miami, Fl, UsaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

9 Nights Caribbean Cruise

Departing From

Miami

4 Reviews

Avg. per person

From

$738

as little as

$82/night

What's Included?

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

Duration

9 Nights

Ship

Queen Elizabeth

Port of Call

Miami, Fl, Usa - Amber Cove, Dominican Republic - Montego Bay, Jamaica - Belize City, Belize - Cozumel, Mexico - Miami, Fl, UsaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$738

as little as

$82/night

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

What's Included?

Jan 20, 2026 - Jan 29, 2026 Tue - Thu

Interior

Oceanview

Balcony

Suite

Jan 20, 2026 - Jan 29, 2026 Tue - Thu

Bonus Details

$738 USD

$792 USD

$899 USD

$3,299 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 - Road Town, Tortola, Bvi, Virgin Islands, British - Bridgetown, Barbados, Barbados - Kingstown, Saint Vincent And The Grenadines - Basseterre, St Kitts & Nevis, Saint Kitts And Nevis - 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

$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

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?

Jan 10, 2026 - Jan 17, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Jan 10, 2026 - Jan 17, 2026 Sat - Sat

Bonus Details

$763 USD

$903 USD

$1,183 USD

$3,010 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Filter Cruises

48 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.

4 Nights Caribbean Cruise

4 Nights Caribbean Cruise

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

9 Nights Caribbean Cruise

9 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