Sailing Search

7 Cruises

Conde Naste: Best Small Ship

7 Nights Caribbean Cruise

Departing From

San Juan

3 Reviews

Duration

7 Nights

Ship

Silver Spirit

Port of Call

San Juan - Sopers Hole - Charlestown (nevis) - Kralendijk, Bonaire - Willemstad, Curacao - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

3 Reviews

Avg. per person

From

$3,350

as little as

$479/night

What's Included?

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

Duration

7 Nights

Ship

Silver Spirit

Port of Call

San Juan - Sopers Hole - Charlestown (nevis) - Kralendijk, Bonaire - Willemstad, Curacao - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$3,350

as little as

$479/night

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

What's Included?

Dec 29, 2025 - Jan 5, 2026 Mon - Mon

Interior

Oceanview

Balcony

Suite

Dec 29, 2025 - Jan 5, 2026 Mon - Mon

Bonus Details

$3,350 USD

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Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Small Ship

7 Nights Caribbean Cruise

3 Reviews

Duration

7 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Bequia - Fort-de-france - Gustavia, St Barthelemy - Roseau - St Georges - Castries (st Lucia) - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

7 Nights Caribbean Cruise

3 Reviews

Avg. per person

From

$3,400

as little as

$486/night

What's Included?

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

Duration

7 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Bequia - Fort-de-france - Gustavia, St Barthelemy - Roseau - St Georges - Castries (st Lucia) - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$3,400

as little as

$486/night

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

What's Included?

Dec 15, 2025 - Dec 22, 2025 Mon - Mon

Interior

Oceanview

Balcony

Suite

Dec 15, 2025 - Dec 22, 2025 Mon - Mon

Bonus Details

$3,400 USD

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Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Small Ship

7 Nights Caribbean Cruise

3 Reviews

Duration

7 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Castries (st Lucia) - Fort-de-france - Gustavia, St Barthelemy - Roseau - St Georges - Bequia - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

7 Nights Caribbean Cruise

3 Reviews

Avg. per person

From

$3,400

as little as

$486/night

What's Included?

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

Duration

7 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Castries (st Lucia) - Fort-de-france - Gustavia, St Barthelemy - Roseau - St Georges - Bequia - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$3,400

as little as

$486/night

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

What's Included?

Dec 8, 2025 - Dec 15, 2025 Mon - Mon

Interior

Oceanview

Balcony

Suite

Dec 8, 2025 - Dec 15, 2025 Mon - Mon

Bonus Details

$3,500 USD

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Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Small Ship

7 Nights Caribbean Cruise

3 Reviews

Duration

7 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Castries (st Lucia) - St Georges - Philipsburg, St Maarten - St Kitts (basseterre) - St John - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

7 Nights Caribbean Cruise

3 Reviews

Avg. per person

From

$3,750

as little as

$536/night

What's Included?

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

Duration

7 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Castries (st Lucia) - St Georges - Philipsburg, St Maarten - St Kitts (basseterre) - St John - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$3,750

as little as

$536/night

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

What's Included?

Dec 22, 2025 - Dec 29, 2025 Mon - Mon

Interior

Oceanview

Balcony

Suite

Dec 22, 2025 - Dec 29, 2025 Mon - Mon

Bonus Details

$3,750 USD

Select

Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Small Ship

14 Nights Caribbean Cruise

3 Reviews

Duration

14 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Castries - St Georges - Philipsburg - St Kitts - St John - San Juan - San Juan - Sopers Hole - Charlestown - Kralendijk - Willemstad - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

14 Nights Caribbean Cruise

3 Reviews

Avg. per person

From

$8,200

as little as

$586/night

What's Included?

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

Duration

14 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Castries - St Georges - Philipsburg - St Kitts - St John - San Juan - San Juan - Sopers Hole - Charlestown - Kralendijk - Willemstad - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$8,200

as little as

$586/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

$8,200 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Filter Cruises

7 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.

7 Nights Caribbean Cruise

7 Nights Caribbean Cruise

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

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!

14 Nights Caribbean Cruise

14 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