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111 Cruises

16 Nights Caribbean Cruise

Departing From

San Juan

Duration

16 Nights

Port of Call

San Juan - St Johns (antigua) - Pointe-a-pitre - Tortola/road Town - New Year Fireworks Sju - New Year Fireworks Sju - Samana - Puerto Plata, Dominican Republic - Miami - Saint John/cruz Bay - Gustavia - St Johns (antigua) - Tortola/road Town - Basseterre - San JuanItinerary Details

Itinerary Details

16 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$10,325

as little as

$645/night

What's Included?

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

Duration

16 Nights

Port of Call

Itinerary Details

Avg. per person

From

$10,325

as little as

$645/night

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

What's Included?

Dec 28, 2026 - Jan 13, 2027 Mon - Wed

Interior

Oceanview

Balcony

Suite

Dec 28, 2026 - Jan 13, 2027 Mon - Wed

Bonus Details

$10,325 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

USA Today: Best Ocean Cruise

16 Nights Caribbean Cruise

Departing From

Miami

Duration

16 Nights

Ship

Seabourn Quest

Port of Call

Miami, Florida, Us - San Juan, Puerto Rico - Road Bay, Anguilla - Carambola Beach, Saint Kitts And Nevis - Marigot, St Martin - Terre-de-haut, Iles Des Saintes, Guadeloupe - Fort-de-france, Martinique - Rodney Bay, Saint Lucia - Roseau, Dominica - Little Bay, Montserrat - St Johns, Antigua And Barbuda - Great Harbour, Jost Van Dyke, British Virgin Islands - Miami, Florida, UsItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

16 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$10,407

as little as

$650/night

What's Included?

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

Duration

16 Nights

Ship

Seabourn Quest

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$10,407

as little as

$650/night

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

What's Included?

Dec 20, 2026 - Jan 5, 2027 Sun - Tue

Interior

Oceanview

Balcony

Suite

Dec 20, 2026 - Jan 5, 2027 Sun - Tue

Bonus Details

$10,407 USD

$14,449 USD

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Bonus Details

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All the Cruise Line Offers & More

16 Nights Caribbean Cruise

Departing From

Miami

Duration

16 Nights

Port of Call

Miami - Ocho Rios - Isla Catalina - Jost Van Dyke - St Maarten/philipsburg - Charlotte Amalie (saint Thomas) - San Juan - St Johns (antigua) - Pointe-a-pitre - Tortola/road Town - New Year Fireworks Sju - New Year Fireworks Sju - Samana - Puerto Plata, Dominican Republic - MiamiItinerary Details

Itinerary Details

16 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$10,640

as little as

$665/night

What's Included?

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

Duration

16 Nights

Port of Call

Itinerary Details

Avg. per person

From

$10,640

as little as

$665/night

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

What's Included?

Dec 20, 2026 - Jan 5, 2027 Sun - Tue

Interior

Oceanview

Balcony

Suite

Dec 20, 2026 - Jan 5, 2027 Sun - Tue

Bonus Details

$10,640 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

16 Nights Caribbean Cruise

Duration

16 Nights

Ship

Silver Nova

Port of Call

Bridgetown - Soufriere - Bequia - St Georges - Fort-de-france - St Kitts - St Thomas - San Juan - San Juan - St John - Sopers Hole - Roseau - St Johns - Jost Van Dyke - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

16 Nights Caribbean Cruise

Avg. per person

From

$10,900

as little as

$681/night

What's Included?

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

Duration

16 Nights

Ship

Silver Nova

Port of Call

Bridgetown - Soufriere - Bequia - St Georges - Fort-de-france - St Kitts - St Thomas - San Juan - San Juan - St John - Sopers Hole - Roseau - St Johns - Jost Van Dyke - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$10,900

as little as

$681/night

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

What's Included?

Dec 21, 2026 - Jan 6, 2027 Mon - Wed

Interior

Oceanview

Balcony

Suite

Dec 21, 2026 - Jan 6, 2027 Mon - Wed

Bonus Details

$10,900 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

USA Today: Best Ocean Cruise

21 Nights Eastern Caribbean Cruise

Departing From

San Juan

Duration

21 Nights

Ship

Viking Sea

Port of Call

San Juan - San Juan - Sail The Caribbean Sea - Bridgetown - Sail The Caribbean Sea - French Guiana (iles Du Salut) - Sail The Atlantic Ocean - Sail The Amazon River - Santarem - Parintins - Manaus - Manaus - Sail The Amazon River - Sail The Amazon River - Belem - Sail The Atlantic Ocean - Sail The Atlantic Ocean - Scarborough - Castries - Antigua (st Johns) - St Thomas (charlotte Amalie) - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

21 Nights Eastern Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$11,499

as little as

$548/night

What's Included?

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

Duration

21 Nights

Ship

Viking Sea

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$11,499

as little as

$548/night

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

What's Included?

Dec 15, 2026 - Jan 5, 2027 Tue - Tue

Interior

Oceanview

Balcony

Suite

Dec 15, 2026 - Jan 5, 2027 Tue - Tue

Bonus Details

$11,499 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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111 Cruises

16 Nights Caribbean Cruise

16 Nights Caribbean Cruise

DO YOU HAVE A FUTURE CRUISE CREDIT? Redeem your future cruise credit with CruiseDirector. Call us today 1-888-409-2784.

16 Nights Caribbean Cruise

16 Nights Caribbean Cruise

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

16 Nights Caribbean Cruise

16 Nights Caribbean Cruise

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

16 Nights Caribbean Cruise

16 Nights Caribbean Cruise

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

21 Nights Eastern Caribbean Cruise

21 Nights Eastern 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