Sailing Search

40 Cruises

15 Nights Caribbean Cruise

Departing From

Miami

Duration

15 Nights

Ship

Explora I

Port of Call

Miami - New Year Fireworks Sju - Jost Van Dyke - Deshaies - Bridgetown - Martinique/fort De France - Basseterre - San Juan - Gustavia - St Johns (antigua) - Tortola/road Town - Road Bay - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

15 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$9,200

as little as

$613/night

What's Included?

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

Duration

15 Nights

Ship

Explora I

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$9,200

as little as

$613/night

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

What's Included?

Dec 29, 2025 - Jan 13, 2026 Mon - Tue

Interior

Oceanview

Balcony

Suite

Dec 29, 2025 - Jan 13, 2026 Mon - Tue

Bonus Details

$9,200 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

14 Nights Caribbean Cruise

Departing From

Miami

Duration

14 Nights

Ship

Explora II

Port of Call

Miami - Ocean Cay - Charlotte Amalie (saint Thomas) - Spanish Town (virgin Gorda) - Marigot - San Juan - Road Bay - Saint John/cruz Bay - New Year Fireworks Sju - New Year Fireworks Sju - Puerto Plata, Dominican Republic - Key West - MiamiItinerary Details

Best For

Gourmet

Luxury

Itinerary Details

14 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$10,730

as little as

$766/night

What's Included?

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

Duration

14 Nights

Ship

Explora II

Port of Call

Best For

Gourmet

Luxury

Itinerary Details

Avg. per person

From

$10,730

as little as

$766/night

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

What's Included?

Dec 22, 2025 - Jan 5, 2026 Mon - Mon

Interior

Oceanview

Balcony

Suite

Dec 22, 2025 - Jan 5, 2026 Mon - Mon

Bonus Details

$10,730 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

Travel Weekly: Best Cuisine

12 Nights Caribbean Cruise

Departing From

Miami

Duration

12 Nights

Ship

Oceania Insignia

Port of Call

Miami - Oranjestad - Willemstad - Willemstad - St Georges - Castries - San Juan - San Juan - 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

$10,949

as little as

$912/night

What's Included?

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

Duration

12 Nights

Ship

Oceania Insignia

Port of Call

Miami - Oranjestad - Willemstad - Willemstad - St Georges - Castries - San Juan - San Juan - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$10,949

as little as

$912/night

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

What's Included?

Dec 7, 2025 - Dec 19, 2025 Sun - Fri

Interior

Oceanview

Balcony

Suite

Dec 7, 2025 - Dec 19, 2025 Sun - Fri

Bonus Details

$10,949 USD

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Bonus Details

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All the Cruise Line Offers & More

Travel Weekly: Best Luxury Line

10 Nights Western Caribbean Cruise

Departing From

Miami

Duration

10 Nights

Ship

Seven Seas Mariner

Port of Call

Miami - George Town - Falmouth - Belize City - Costa Maya - Roatan - Cozumel - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

10 Nights Western Caribbean Cruise

Departing From

Miami

Avg. per person

From

$12,299

as little as

$1,230/night

What's Included?

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

Duration

10 Nights

Ship

Seven Seas Mariner

Port of Call

Miami - George Town - Falmouth - Belize City - Costa Maya - Roatan - Cozumel - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$12,299

as little as

$1,230/night

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

What's Included?

Dec 10, 2025 - Dec 20, 2025 Wed - Sat

Interior

Oceanview

Balcony

Suite

Dec 10, 2025 - Dec 20, 2025 Wed - Sat

Bonus Details

$12,299 USD

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Bonus Details

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All the Cruise Line Offers & More

New Ship

11 Nights Eastern Caribbean Cruise

Departing From

Miami

Duration

11 Nights

Ship

Seven Seas Grandeur

Port of Call

Miami - Charlotte Amalie - Basseterre - Castries - Fort De France - St Johns - Philipsburg - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

11 Nights Eastern Caribbean Cruise

Departing From

Miami

Sold Out

What's Included?

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

Duration

11 Nights

Ship

Seven Seas Grandeur

Port of Call

Miami - Charlotte Amalie - Basseterre - Castries - Fort De France - St Johns - Philipsburg - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Sold Out

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

What's Included?

Dec 11, 2025 - Dec 22, 2025 Thu - Mon

Interior

Oceanview

Balcony

Suite

Dec 11, 2025 - Dec 22, 2025 Thu - Mon

Bonus Details

Select

Bonus Details

Select

All the Cruise Line Offers & More

Filter Cruises

40 Cruises

15 Nights Caribbean Cruise

15 Nights Caribbean Cruise

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

14 Nights Caribbean Cruise

14 Nights Caribbean Cruise

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

12 Nights Caribbean Cruise

12 Nights Caribbean Cruise

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

10 Nights Western Caribbean Cruise

10 Nights Western Caribbean Cruise

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

11 Nights Eastern Caribbean Cruise

11 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