Sailing Search

7 Cruises

Conde Naste: Best Small Ship

13 Nights Caribbean Cruise

Departing From

Lisbon

3 Reviews

Duration

13 Nights

Ship

Silver Spirit

Port of Call

Lisbon - Funchal, Madeira - Funchal, Madeira - Santa Cruz De La Palma (canary Islands) - Mindelo - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

13 Nights Caribbean Cruise

Departing From

Lisbon

3 Reviews

Avg. per person

From

$3,450

as little as

$265/night

What's Included?

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

Duration

13 Nights

Ship

Silver Spirit

Port of Call

Lisbon - Funchal, Madeira - Funchal, Madeira - Santa Cruz De La Palma (canary Islands) - Mindelo - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$3,450

as little as

$265/night

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

What's Included?

Nov 25, 2025 - Dec 8, 2025 Tue - Mon

Interior

Oceanview

Balcony

Suite

Nov 25, 2025 - Dec 8, 2025 Tue - Mon

Bonus Details

$3,450 USD

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Bonus Details

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All the Cruise Line Offers & More

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

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

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Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Small Ship

12 Nights Caribbean Cruise

Departing From

Fort Lauderdale

1 Reviews

Duration

12 Nights

Ship

Silver Shadow

Port of Call

Fort Lauderdale, Florida - San Juan - St Thomas - Gustavia, St Barthelemy - St Johns - Trois Ilets - Bequia - St Georges - Soufriere, St Lucia - Kingstown, St Vincent - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

12 Nights Caribbean Cruise

Departing From

Fort Lauderdale

1 Reviews

Avg. per person

From

$7,200

as little as

$600/night

What's Included?

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

Duration

12 Nights

Ship

Silver Shadow

Port of Call

Fort Lauderdale, Florida - San Juan - St Thomas - Gustavia, St Barthelemy - St Johns - Trois Ilets - Bequia - St Georges - Soufriere, St Lucia - Kingstown, St Vincent - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$7,200

as little as

$600/night

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

What's Included?

Nov 10, 2025 - Nov 22, 2025 Mon - Sat

Interior

Oceanview

Balcony

Suite

Nov 10, 2025 - Nov 22, 2025 Mon - Sat

Bonus Details

$7,200 USD

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Bonus Details

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All the Cruise Line Offers & More

Conde Naste: Best Small Ship

20 Nights Caribbean Cruise

Departing From

Lisbon

3 Reviews

Duration

20 Nights

Ship

Silver Spirit

Port of Call

Lisbon - Funchal - Funchal - Santa Cruz De La Palma - Mindelo - Bridgetown - Bridgetown - Castries - Fort-de-france - Gustavia - Roseau - St Georges - Bequia - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

20 Nights Caribbean Cruise

Departing From

Lisbon

3 Reviews

Avg. per person

From

$7,400

as little as

$370/night

What's Included?

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

Duration

20 Nights

Ship

Silver Spirit

Port of Call

Lisbon - Funchal - Funchal - Santa Cruz De La Palma - Mindelo - Bridgetown - Bridgetown - Castries - Fort-de-france - Gustavia - 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

$7,400

as little as

$370/night

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

What's Included?

Nov 25, 2025 - Dec 15, 2025 Tue - Mon

Interior

Oceanview

Balcony

Suite

Nov 25, 2025 - Dec 15, 2025 Tue - Mon

Bonus Details

$7,400 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Filter Cruises

7 Cruises

13 Nights Caribbean Cruise

13 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.

9 Nights Caribbean Cruise

9 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!

20 Nights Caribbean Cruise

20 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