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7 Cruises

7 Nights Caribbean Cruise

Departing From

San Juan

Duration

7 Nights

Ship

Star Pride

Port of Call

San Juan - Cruz Bay, St John, Virgin Islands (us) - Basseterre - Gustavia - Philipsburg, St Maarten - Jost Van Dyke, Great Harbour - Virgin Gorda / Prickly Pear, British Virgin Islands - San JuanItinerary Details

Itinerary Details

7 Nights Caribbean Cruise

Departing From

San Juan

Avg. per person

From

$2,222

as little as

$317/night

What's Included?

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

Duration

7 Nights

Ship

Star Pride

Port of Call

Itinerary Details

Avg. per person

From

$2,222

as little as

$317/night

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

What's Included?

Oct 26, 2025 - Nov 2, 2025 Sun - Sun

Interior

Oceanview

Balcony

Suite

Oct 26, 2025 - Nov 2, 2025 Sun - Sun

Bonus Details

$1,222 USD

$1,646 USD

$5,262 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 North America Cruise

Departing From

New York City

Duration

7 Nights

Ship

Star Pride

Port of Call

New York City - St Georges - St Georges - San JuanItinerary Details

Itinerary Details

7 Nights North America Cruise

Departing From

New York City

Avg. per person

From

$1,776

as little as

$254/night

What's Included?

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

Duration

7 Nights

Ship

Star Pride

Port of Call

New York City - St Georges - St Georges - San JuanItinerary Details

Itinerary Details

Avg. per person

From

$1,776

as little as

$254/night

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

What's Included?

Oct 19, 2025 - Oct 26, 2025 Sun - Sun

Interior

Oceanview

Balcony

Suite

Oct 19, 2025 - Oct 26, 2025 Sun - Sun

Bonus Details

$1,776 USD

$2,476 USD

$5,526 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

12 Nights Canada / New England Cruise

Duration

12 Nights

Ship

Star Pride

Port of Call

Montreal - Quebec City - Quebec City - Gaspe - Cap Aux Meules - Sydney, Nova Scotia, Canada - Halifax - Portland - Portland - Cape Cod Canal - New York City - New York CityItinerary Details

Itinerary Details

12 Nights Canada / New England Cruise

Avg. per person

From

$5,397

as little as

$450/night

What's Included?

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

Duration

12 Nights

Ship

Star Pride

Port of Call

Montreal - Quebec City - Quebec City - Gaspe - Cap Aux Meules - Sydney, Nova Scotia, Canada - Halifax - Portland - Portland - Cape Cod Canal - New York City - New York CityItinerary Details

Itinerary Details

Avg. per person

From

$5,397

as little as

$450/night

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

What's Included?

Oct 7, 2025 - Oct 19, 2025 Tue - Sun

Interior

Oceanview

Balcony

Suite

Oct 7, 2025 - Oct 19, 2025 Tue - Sun

Bonus Details

$5,397 USD

$10,057 USD

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Bonus Details

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All the Cruise Line Offers & More

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

Conde Naste: Best Small Ship

11 Nights Canada / New England Cruise

1 Reviews

Duration

11 Nights

Ship

Silver Shadow

Port of Call

Montreal - Quebec City - Saguenay (quebec) - Charlottetown (prince Edward Island) - Halifax, Nova Scotia - Portland, Maine - Boston Massachusetts - Newport, Rhode Island - Bayonne, New JerseyItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

11 Nights Canada / New England Cruise

1 Reviews

Avg. per person

From

$5,550

as little as

$505/night

What's Included?

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

Duration

11 Nights

Ship

Silver Shadow

Port of Call

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$5,550

as little as

$505/night

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

What's Included?

Oct 27, 2025 - Nov 7, 2025 Mon - Fri

Interior

Oceanview

Balcony

Suite

Oct 27, 2025 - Nov 7, 2025 Mon - Fri

Bonus Details

$5,550 USD

Select

Bonus Details

Select

All the Cruise Line Offers & More

Conde Naste: Best Small Ship

11 Nights Canada / New England Cruise

1 Reviews

Duration

11 Nights

Ship

Silver Shadow

Port of Call

Montreal - Saguenay (quebec) - Charlottetown (prince Edward Island) - Halifax, Nova Scotia - Portland, Maine - Boston Massachusetts - Newport, Rhode Island - New York, NyItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

11 Nights Canada / New England Cruise

1 Reviews

Avg. per person

From

$6,350

as little as

$577/night

What's Included?

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

Duration

11 Nights

Ship

Silver Shadow

Port of Call

Montreal - Saguenay (quebec) - Charlottetown (prince Edward Island) - Halifax, Nova Scotia - Portland, Maine - Boston Massachusetts - Newport, Rhode Island - New York, NyItinerary Details

Best For

Gourmet

Honeymoon

Luxury

Romantic

Senior

Wedding

Ocean Cruises

Yacht & Expedition Cruises

Itinerary Details

Avg. per person

From

$6,350

as little as

$577/night

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

What's Included?

Oct 5, 2025 - Oct 16, 2025 Sun - Thu

Interior

Oceanview

Balcony

Suite

Oct 5, 2025 - Oct 16, 2025 Sun - Thu

Bonus Details

$6,350 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 North America Cruise

7 Nights North America Cruise

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

12 Nights Canada / New England Cruise

12 Nights Canada / New England Cruise

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

11 Nights Canada / New England Cruise

11 Nights Canada / New England Cruise

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

11 Nights Canada / New England Cruise

11 Nights Canada / New England 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