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11-night usa and canada cruise

$3,616

Windstar Cruises – Star Pride

4.5 (95)

Date:

Oct 09, 2026

Ports:

Montreal → Quebec City → Gaspe → Cap-aux-meules Island → Sydney → Halifax → Portland → Rockland → Boston

Departs Oct 09, 2026 from Montreal, Quebec, Canada

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$3,616

19-night usa and canada cruise

$6,203

Windstar Cruises – Star Pride

4.5 (95)

Date:

Oct 09, 2026

Ports:

Departs Oct 09, 2026 from Montreal, Quebec, Canada

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$6,203

8-night caribbean cruise

$2,867

Windstar Cruises – Star Pride

4.5 (95)

Date:

Oct 20, 2026

Ports:

Boston → Hamilton → Saint George's → San Juan

Departs Oct 20, 2026 from Boston, Massachusetts

Up to 2 deals including an Avoya Exclusive

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Inside From

$2,867

11-night caribbean cruise

$3,908

Windstar Cruises – Star Pride

4.5 (95)

Date:

Oct 28, 2026

Ports:

Departs Oct 28, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$3,908

7-night caribbean cruise

$2,411

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 08, 2026 View Other Dates

Ports:

Departs Nov 08, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$2,411

14-night caribbean cruise

$4,434

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 08, 2026 View Other Dates

Ports:

Departs Nov 08, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,434

7-night caribbean cruise

$2,443

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 15, 2026 View Other Dates

Ports:

Departs Nov 15, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,443

14-night caribbean cruise

$4,434

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 15, 2026

Ports:

Departs Nov 15, 2026 from San Juan, Puerto Rico

Up to 1 deal

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Oceanview From

$4,434

7-night caribbean cruise

$2,411

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 22, 2026 View Other Dates

Ports:

Departs Nov 22, 2026 from San Juan, Puerto Rico

Up to 1 deal

View Details

Oceanview From

$2,411

14-night caribbean cruise

$4,574

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 22, 2026 View Other Dates

Ports:

Departs Nov 22, 2026 from San Juan, Puerto Rico

Up to 1 deal

View Details

Oceanview From

$4,574

7-night caribbean cruise

$2,548

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 29, 2026 View Other Dates

Ports:

Departs Nov 29, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,548

14-night caribbean cruise

$5,204

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 29, 2026 View Other Dates

Ports:

Departs Nov 29, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,204

7-night caribbean cruise

$3,111

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 06, 2026 View Other Dates

Ports:

Departs Dec 06, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,111

14-night caribbean cruise

$6,044

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 06, 2026 View Other Dates

Ports:

Departs Dec 06, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,044

7-night caribbean cruise

$3,493

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 13, 2026 View Other Dates

Ports:

Departs Dec 13, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,493

14-night caribbean cruise

$6,744

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 13, 2026 View Other Dates

Ports:

Departs Dec 13, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,744

7-night caribbean cruise

$3,916

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 20, 2026 View Other Dates

Ports:

Departs Dec 20, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Inside From

$3,916

14-night caribbean cruise

$6,744

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 20, 2026 View Other Dates

Ports:

Departs Dec 20, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,744

7-night caribbean cruise

$3,143

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 27, 2026 View Other Dates

Ports:

Departs Dec 27, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,143

14-night caribbean cruise

$5,554

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 27, 2026 View Other Dates

Ports:

Departs Dec 27, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,554

7-night caribbean cruise

$2,691

Windstar Cruises – Star Pride

4.5 (95)

Date:

Jan 03, 2027 View Other Dates

Ports:

Departs Jan 03, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,691

14-night caribbean cruise

$6,744

Windstar Cruises – Star Pride

4.5 (95)

Date:

Jan 03, 2027 View Other Dates

Ports:

Departs Jan 03, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,744

7-night caribbean cruise

$4,333

Windstar Cruises – Star Pride

4.5 (95)

Date:

Jan 10, 2027 View Other Dates

Ports:

Departs Jan 10, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,333

7-night northern europe cruise

$4,956

Windstar Cruises – Star Pride

4.5 (95)

Date:

Apr 15, 2027

Ports:

London (Dover) → Mystery Port → Mystery Port 5 → Mystery Port 6 → Amsterdam

Departs Apr 15, 2027 from London (Dover), United Kingdom

Up to 2 deals including an Avoya Exclusive

View Details

Inside From

$4,956

7-night northern europe cruise

$4,394

Windstar Cruises – Star Pride

4.5 (95)

Date:

Apr 22, 2027

Ports:

Amsterdam → Harlingen → Oudeschild / Texel → Bruges → Antwerp → Amsterdam

Departs Apr 22, 2027 from Amsterdam, Netherlands

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,394