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72 Cruises

8 Nights Caribbean Cruise

3 Reviews

Duration

8 Nights

Port of Call

Bridgetown - Kingstown - Castries (st Lucia) - Les Saintes - Plymouth - Road Town - Fort LauderdaleItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

8 Nights Caribbean Cruise

3 Reviews

Avg. per person

From

$4,800

as little as

$600/night

What's Included?

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

Duration

8 Nights

Port of Call

Bridgetown - Kingstown - Castries (st Lucia) - Les Saintes - Plymouth - Road Town - Fort LauderdaleItinerary Details

Best For

Gourmet

River Cruises

Honeymoon

Luxury

Romantic

Senior

Itinerary Details

Avg. per person

From

$4,800

as little as

$600/night

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

What's Included?

Nov 20, 2025 - Nov 28, 2025 Thu - Fri

Interior

Oceanview

Balcony

Suite

Nov 20, 2025 - Nov 28, 2025 Thu - Fri

Bonus Details

$4,800 USD

$5,200 USD

$6,700 USD

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Bonus Details

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All the Cruise Line Offers & More

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

13 Nights Caribbean Cruise

Departing From

Lisbon

Duration

13 Nights

Ship

Silver Ray

Port of Call

Lisbon - Funchal, Madeira - Royal Naval Dockyard, Bermuda - Royal Naval Dockyard, Bermuda - Fort Lauderdale, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

13 Nights Caribbean Cruise

Departing From

Lisbon

Avg. per person

From

$4,950

as little as

$381/night

What's Included?

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

Duration

13 Nights

Ship

Silver Ray

Port of Call

Lisbon - Funchal, Madeira - Royal Naval Dockyard, Bermuda - Royal Naval Dockyard, Bermuda - Fort Lauderdale, FloridaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$4,950

as little as

$381/night

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

What's Included?

Nov 19, 2025 - Dec 2, 2025 Wed - Tue

Interior

Oceanview

Balcony

Suite

Nov 19, 2025 - Dec 2, 2025 Wed - Tue

Bonus Details

$4,950 USD

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Bonus Details

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All the Cruise Line Offers & More

8 Nights Caribbean Cruise

Departing From

Miami

Duration

8 Nights

Ship

Explora I

Port of Call

Miami - Charlotte Amalie (saint Thomas) - Terre-de-haut - Bridgetown - Martinique/fort De France - Basseterre - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

8 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$4,205

as little as

$526/night

What's Included?

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

Duration

8 Nights

Ship

Explora I

Port of Call

Miami - Charlotte Amalie (saint Thomas) - Terre-de-haut - Bridgetown - Martinique/fort De France - Basseterre - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$4,205

as little as

$526/night

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

What's Included?

Nov 27, 2025 - Dec 5, 2025 Thu - Fri

Interior

Oceanview

Balcony

Suite

Nov 27, 2025 - Dec 5, 2025 Thu - Fri

Bonus Details

$4,950 USD

Select

Bonus Details

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All the Cruise Line Offers & More

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

New Ship

12 Nights Caribbean Cruise

Departing From

Miami

Duration

12 Nights

Ship

Oceania Allura

Port of Call

Miami - Oranjestad - Willemstad - Kralendijk - St Georges - Castries - Gustavia - Tortola - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

12 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$4,999

as little as

$417/night

What's Included?

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

Duration

12 Nights

Ship

Oceania Allura

Port of Call

Miami - Oranjestad - Willemstad - Kralendijk - St Georges - Castries - Gustavia - Tortola - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$4,999

as little as

$417/night

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

What's Included?

Nov 16, 2025 - Nov 28, 2025 Sun - Fri

Interior

Oceanview

Balcony

Suite

Nov 16, 2025 - Nov 28, 2025 Sun - Fri

Bonus Details

$4,999 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Conde Naste: Best Small Ship

9 Nights Caribbean Cruise

1 Reviews

Duration

9 Nights

Ship

Silver Shadow

Port of Call

Bridgetown - Soufriere, St Lucia - Bequia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Oranjestad, Aruba - Santa Marta - CartagenaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

9 Nights Caribbean Cruise

1 Reviews

Avg. per person

From

$5,000

as little as

$556/night

What's Included?

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

Duration

9 Nights

Ship

Silver Shadow

Port of Call

Bridgetown - Soufriere, St Lucia - Bequia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Oranjestad, Aruba - Santa Marta - CartagenaItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$5,000

as little as

$556/night

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

What's Included?

Nov 22, 2025 - Dec 1, 2025 Sat - Mon

Interior

Oceanview

Balcony

Suite

Nov 22, 2025 - Dec 1, 2025 Sat - Mon

Bonus Details

$5,000 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Filter Cruises

72 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.

13 Nights Caribbean Cruise

13 Nights Caribbean Cruise

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

8 Nights Caribbean Cruise

8 Nights Caribbean Cruise

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

12 Nights Caribbean Cruise

12 Nights Caribbean Cruise

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

9 Nights Caribbean Cruise

9 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