Sailing Search

10 Cruises

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Ship

Explora I

Port of Call

San Juan - Tortola/road Town - St Johns (antigua) - Gustavia - Road Bay - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$4,300

as little as

$614/night

What's Included?

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

Duration

7 Nights

Ship

Explora I

Port of Call

San Juan - Tortola/road Town - St Johns (antigua) - Gustavia - Road Bay - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$4,300

as little as

$614/night

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

What's Included?

Dec 5, 2025 - Dec 12, 2025 Fri - Fri

Interior

Oceanview

Balcony

Suite

Dec 5, 2025 - Dec 12, 2025 Fri - Fri

Bonus Details

$4,300 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

9 Nights Caribbean Cruise

Departing From

Miami

Duration

9 Nights

Ship

Explora I

Port of Call

Miami - La Romana - San Juan - Basseterre - Les Trois-ilets - Bequia - Kingstown - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

9 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$4,715

as little as

$524/night

What's Included?

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

Duration

9 Nights

Ship

Explora I

Port of Call

Miami - La Romana - San Juan - Basseterre - Les Trois-ilets - Bequia - Kingstown - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$4,715

as little as

$524/night

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

What's Included?

Dec 12, 2025 - Dec 21, 2025 Fri - Sun

Interior

Oceanview

Balcony

Suite

Dec 12, 2025 - Dec 21, 2025 Fri - Sun

Bonus Details

$4,715 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

8 Nights Caribbean Cruise

Duration

8 Nights

Ship

Explora I

Port of Call

Bridgetown - Tobago/scarborough - Martinique/fort De France - St Johns (antigua) - St Maarten/philipsburg - Tortola/road Town - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

8 Nights Caribbean Cruise

Avg. per person

From

$6,250

as little as

$781/night

What's Included?

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

Duration

8 Nights

Ship

Explora I

Port of Call

Bridgetown - Tobago/scarborough - Martinique/fort De France - St Johns (antigua) - St Maarten/philipsburg - Tortola/road Town - MiamiItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$6,250

as little as

$781/night

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

What's Included?

Dec 21, 2025 - Dec 29, 2025 Sun - Mon

Interior

Oceanview

Balcony

Suite

Dec 21, 2025 - Dec 29, 2025 Sun - Mon

Bonus Details

$6,250 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

8 Nights Caribbean Cruise

Departing From

Miami

Duration

8 Nights

Ship

Explora I

Port of Call

Miami - New Year Fireworks Sju - Jost Van Dyke - Deshaies - 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

$6,700

as little as

$838/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 - New Year Fireworks Sju - Jost Van Dyke - Deshaies - Bridgetown - Martinique/fort De France - Basseterre - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$6,700

as little as

$838/night

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

What's Included?

Dec 29, 2025 - Jan 6, 2026 Mon - Tue

Interior

Oceanview

Balcony

Suite

Dec 29, 2025 - Jan 6, 2026 Mon - Tue

Bonus Details

$6,700 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

16 Nights Caribbean Cruise

Departing From

San Juan

Duration

16 Nights

Ship

Explora I

Port of Call

San Juan - Tortola/road Town - St Johns (antigua) - Gustavia - Road Bay - Miami - La Romana - San Juan - Basseterre - Les Trois-ilets - Bequia - Kingstown - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

16 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$7,440

as little as

$465/night

What's Included?

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

Duration

16 Nights

Ship

Explora I

Port of Call

San Juan - Tortola/road Town - St Johns (antigua) - Gustavia - Road Bay - Miami - La Romana - San Juan - Basseterre - Les Trois-ilets - Bequia - Kingstown - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$7,440

as little as

$465/night

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

What's Included?

Dec 5, 2025 - Dec 21, 2025 Fri - Sun

Interior

Oceanview

Balcony

Suite

Dec 5, 2025 - Dec 21, 2025 Fri - Sun

Bonus Details

$7,440 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

10 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.

9 Nights Caribbean Cruise

9 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.

8 Nights Caribbean Cruise

8 Nights Caribbean Cruise

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

16 Nights Caribbean Cruise

16 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