Sailing Search

59 Cruises

Conde Naste: Best Small Ship

7 Nights Caribbean Cruise

Departing From

San Juan

1 Reviews

Duration

7 Nights

Ship

Silver Shadow

Port of Call

San Juan - St John - St Kitts (basseterre) - Les Saintes - Bequia - St Thomas - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

1 Reviews

Avg. per person

From

$5,600

as little as

$800/night

What's Included?

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

Duration

7 Nights

Ship

Silver Shadow

Port of Call

San Juan - St John - St Kitts (basseterre) - Les Saintes - Bequia - St Thomas - San JuanItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$5,600

as little as

$800/night

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

What's Included?

Dec 27, 2026 - Jan 3, 2027 Sun - Sun

Interior

Oceanview

Balcony

Suite

Dec 27, 2026 - Jan 3, 2027 Sun - Sun

Bonus Details

$5,600 USD

Select

Bonus Details

Select

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 - Deshaies - Gustavia, St Barthelemy - St Johns - 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

$5,600

as little as

$800/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 - Deshaies - Gustavia, St Barthelemy - St Johns - Castries (st Lucia) - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$5,600

as little as

$800/night

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

What's Included?

Dec 5, 2026 - Dec 12, 2026 Sat - Sat

Interior

Oceanview

Balcony

Suite

Dec 5, 2026 - Dec 12, 2026 Sat - Sat

Bonus Details

$5,600 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Conde Naste: Best Small Ship

8 Nights Caribbean Cruise

3 Reviews

Duration

8 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Bequia - Fort-de-france - Roseau - St Kitts (basseterre) - St John - Castries (st Lucia) - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

8 Nights Caribbean Cruise

3 Reviews

Avg. per person

From

$6,000

as little as

$750/night

What's Included?

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

Duration

8 Nights

Ship

Silver Spirit

Port of Call

Bridgetown - Bequia - Fort-de-france - Roseau - St Kitts (basseterre) - St John - Castries (st Lucia) - BridgetownItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$6,000

as little as

$750/night

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

What's Included?

Dec 19, 2026 - Dec 27, 2026 Sat - Sun

Interior

Oceanview

Balcony

Suite

Dec 19, 2026 - Dec 27, 2026 Sat - Sun

Bonus Details

$6,000 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Travvy Award: Best Mid-Sized Ship

23 Nights Australia / New Zealand Cruise

Departing From

Sydney

Duration

23 Nights

Ship

Oceania Riviera

Port of Call

Sydney - Brisbane - Whitsunday Island (airlie Beach) - Cairns - Cooktown - Darwin - Darwin - Komodo - Bali (benoa) - Bali (benoa) - Lombok (lembar) - Waingapu (sumba) - Kupang West Timor - Perth (fremantle)Itinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

23 Nights Australia / New Zealand Cruise

Departing From

Sydney

Avg. per person

From

$6,000

as little as

$261/night

What's Included?

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

Duration

23 Nights

Ship

Oceania Riviera

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$6,000

as little as

$261/night

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

What's Included?

Dec 15, 2026 - Jan 7, 2027 Tue - Thu

Interior

Oceanview

Balcony

Suite

Dec 15, 2026 - Jan 7, 2027 Tue - Thu

Bonus Details

$6,000 USD

$7,350 USD

$8,100 USD

$11,400 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Travel Weekly: Best Luxury Ship

Regent Cruises - Seven Seas Cruises Explorer

10 Nights Australia / New Zealand Cruise

Departing From

Sydney

1 Reviews

Duration

10 Nights

Ship

Seven Seas Explorer

Port of Call

Sydney - Eden - Melbourne - Phillip Island - Portland - Hobart (tasmania) - Sydney - SydneyItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

10 Nights Australia / New Zealand Cruise

Departing From

Sydney

1 Reviews

Avg. per person

From

$6,150

as little as

$615/night

What's Included?

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

Duration

10 Nights

Ship

Seven Seas Explorer

Port of Call

Sydney - Eden - Melbourne - Phillip Island - Portland - Hobart (tasmania) - Sydney - SydneyItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Itinerary Details

Avg. per person

From

$6,150

as little as

$615/night

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

What's Included?

Dec 19, 2026 - Dec 29, 2026 Sat - Tue

Interior

Oceanview

Balcony

Suite

Dec 19, 2026 - Dec 29, 2026 Sat - Tue

Bonus Details

$6,150 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Filter Cruises

59 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.

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.

23 Nights Australia / New Zealand Cruise

23 Nights Australia / New Zealand Cruise

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

10 Nights Australia / New Zealand Cruise

10 Nights Australia / New Zealand 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