Sailing Search

98 Cruises

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Port of Call

San Juan - Gustavia - Gustavia - Little Bay - Basseterre - Key West - MiamiItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$3,330

as little as

$476/night

What's Included?

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

Duration

7 Nights

Port of Call

San Juan - Gustavia - Gustavia - Little Bay - Basseterre - Key West - MiamiItinerary Details

Itinerary Details

Avg. per person

From

$3,330

as little as

$476/night

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

What's Included?

Apr 5, 2027 - Apr 12, 2027 Mon - Mon

Interior

Oceanview

Balcony

Suite

Apr 5, 2027 - Apr 12, 2027 Mon - Mon

Bonus Details

$3,330 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

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Port of Call

San Juan - Road Bay - St Johns (antigua) - Frederiksted, Saint Croix - Isla Catalina - Puerto Plata, Dominican Republic - MiamiItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$3,505

as little as

$501/night

What's Included?

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

Duration

7 Nights

Port of Call

San Juan - Road Bay - St Johns (antigua) - Frederiksted, Saint Croix - Isla Catalina - Puerto Plata, Dominican Republic - MiamiItinerary Details

Itinerary Details

Avg. per person

From

$3,505

as little as

$501/night

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

What's Included?

Nov 15, 2026 - Nov 22, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 15, 2026 - Nov 22, 2026 Sun - Sun

Bonus Details

$3,505 USD

Select

Bonus Details

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All the Cruise Line Offers & More

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

7 Nights Caribbean Cruise

Departing From

Miami

Duration

7 Nights

Ship

Explora I

Port of Call

Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - St Maarten/philipsburg - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

7 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$3,570

as little as

$510/night

What's Included?

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

Duration

7 Nights

Ship

Explora I

Port of Call

Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - St Maarten/philipsburg - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Itinerary Details

Avg. per person

From

$3,570

as little as

$510/night

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

What's Included?

Dec 13, 2026 - Dec 20, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Dec 13, 2026 - Dec 20, 2026 Sun - Sun

Bonus Details

$3,570 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

7 Nights Caribbean Cruise

Departing From

Miami

Duration

7 Nights

Port of Call

Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - Gustavia - San JuanItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Departing From

Miami

Avg. per person

From

$3,850

as little as

$550/night

What's Included?

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

Duration

7 Nights

Port of Call

Miami - Saint John/cruz Bay - St Johns (antigua) - Terre-de-haut - Gustavia - San JuanItinerary Details

Itinerary Details

Avg. per person

From

$3,850

as little as

$550/night

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

What's Included?

Dec 6, 2026 - Dec 13, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Dec 6, 2026 - Dec 13, 2026 Sun - Sun

Bonus Details

$3,850 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Port of Call

San Juan - Tortola/road Town - Basseterre - Gustavia - Grand Turk - MiamiItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$3,850

as little as

$550/night

What's Included?

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

Duration

7 Nights

Port of Call

San Juan - Tortola/road Town - Basseterre - Gustavia - Grand Turk - MiamiItinerary Details

Itinerary Details

Avg. per person

From

$3,850

as little as

$550/night

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

What's Included?

Nov 29, 2026 - Dec 6, 2026 Sun - Sun

Interior

Oceanview

Balcony

Suite

Nov 29, 2026 - Dec 6, 2026 Sun - Sun

Bonus Details

$3,850 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

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

Filter Cruises

98 Cruises

7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

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7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

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7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

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

7 Nights Caribbean Cruise

7 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