Find Your Cruise Vacation

25-Night Grand Voyage Cruise

$8,099

Windstar Cruises – Star Pride

89 Reviews

Date:

Sep 01, 2025

Ports:

Departs Sep 01, 2025 from Reykjavík, Iceland

Up to 2 deals and Avoya Exclusives

From

$8,099

14-Night Europe Cruise

$5,499

Windstar Cruises – Star Pride

89 Reviews

Date:

Sep 01, 2025

Ports:

Departs Sep 01, 2025 from Reykjavík, Iceland

Up to 2 deals and Avoya Exclusives

From

$5,499

11-Night Europe Cruise

$4,699

Windstar Cruises – Star Pride

89 Reviews

Date:

Sep 15, 2025

Ports:

Montreal → Quebec City → Gaspe → Cap Aux Meules → Louisbourg → Halifax → Lunenburg → Bar Harbor → Portland → Boston

Departs Sep 15, 2025 from Montreal, Quebec, Canada

Up to 2 deals and Avoya Exclusives

From

$4,699

11-Night Europe Cruise

$4,699

Windstar Cruises – Star Pride

89 Reviews

Date:

Sep 26, 2025

Ports:

Boston → Portland → Bar Harbor → Lunenburg → Halifax → Louisbourg → Cap Aux Meules → Gaspe → Quebec City → Montreal

Departs Sep 26, 2025 from Boston, Massachusetts

Up to 2 deals and Avoya Exclusives

From

$4,699

12-Night Europe Cruise

$4,699

Windstar Cruises – Star Pride

89 Reviews

Date:

Oct 07, 2025

Ports:

Montreal → Quebec City → Gaspe → Cap Aux Meules → Louisbourg → Halifax → Portland → Cape Cod Canal → New York City

Departs Oct 07, 2025 from Montreal, Quebec, Canada

Up to 2 deals and Avoya Exclusives

From

$4,699

7-Night Europe Cruise

$2,999

Windstar Cruises – Star Pride

89 Reviews

Date:

Oct 19, 2025

Ports:

New York City → St. George's → San Juan

Departs Oct 19, 2025 from New York, New York, United States

Up to 2 deals and Avoya Exclusives

From

$2,999

Roundtrip

7-Night Caribbean Cruise

$2,799

Windstar Cruises – Star Pride

89 Reviews

Date:

Oct 26, 2025

Ports:

San Juan → Basseterre → Gustavia → St. Maarten → Jost Van Dyke → Virgin Gorda / Prickly Pear

Departs Oct 26, 2025 from San Juan, Puerto Rico

Up to 2 deals and Avoya Exclusives

From

$2,799

Roundtrip

7-Night Caribbean Cruise

$2,799

Windstar Cruises – Star Pride

89 Reviews

Date:

Nov 02, 2025

Ports:

San Juan → Basseterre → Gustavia → St. Maarten → Jost Van Dyke → Virgin Gorda / Prickly Pear

Departs Nov 02, 2025 from San Juan, Puerto Rico

Up to 2 deals and Avoya Exclusives

From

$2,799

Roundtrip

7-Night Caribbean Cruise

$2,899

Windstar Cruises – Star Pride

89 Reviews

Date:

Nov 09, 2025

Ports:

San Juan → St. George's → Bequia → Pigeon Island → Les Saintes → Marigot

Departs Nov 09, 2025 from San Juan, Puerto Rico

Up to 2 deals and Avoya Exclusives

From

$2,899

Roundtrip

7-Night Caribbean Cruise

$2,799

Windstar Cruises – Star Pride

89 Reviews

Date:

Nov 16, 2025

Ports:

San Juan → Basseterre → Gustavia → St. Maarten → Jost Van Dyke → Virgin Gorda / Prickly Pear

Departs Nov 16, 2025 from San Juan, Puerto Rico

Up to 2 deals and Avoya Exclusives

From

$2,799

Roundtrip

7-Night Caribbean Cruise

$2,899

Windstar Cruises – Star Pride

89 Reviews

Date:

Nov 23, 2025

Ports:

San Juan → St. George's → Bequia → Pigeon Island → Les Saintes → Marigot

Departs Nov 23, 2025 from San Juan, Puerto Rico

Up to 2 deals and Avoya Exclusives

From

$2,899

Roundtrip

7-Night Caribbean Cruise

$2,799

Windstar Cruises – Star Pride

89 Reviews

Date:

Nov 30, 2025

Ports:

San Juan → Gustavia → Basseterre → St. Maarten → Jost Van Dyke → Virgin Gorda / Prickly Pear

Departs Nov 30, 2025 from San Juan, Puerto Rico

Up to 2 deals and Avoya Exclusives

From

$2,799

6-Night Caribbean Cruise

$2,799

Windstar Cruises – Star Pride

89 Reviews

Date:

Dec 07, 2025

Ports:

San Juan → Santo Domingo → Cartagena → San Blas → Colón

Departs Dec 07, 2025 from San Juan, Puerto Rico

Up to 2 deals and Avoya Exclusives

From

$2,799

7-Night Panama Canal Cruise

$2,399

Windstar Cruises – Star Pride

89 Reviews

Date:

Dec 13, 2025

Ports:

Colón → Panama Canal → Balboa / Fuerte Amador → Isla Parida → Golfo Dulce → Quepos → Puerto Caldera

Departs Dec 13, 2025 from Colon, Panama

Up to 2 deals and Avoya Exclusives

From

$2,399

18-Night Grand Voyage Cruise

$6,399

Windstar Cruises – Star Pride

89 Reviews

Date:

Dec 20, 2025

Ports:

Departs Dec 20, 2025 from Puerto Caldera, Costa Rica

Up to 2 deals and Avoya Exclusives

From

$6,399

7-Night Panama Canal Cruise

$2,999

Windstar Cruises – Star Pride

89 Reviews

Date:

Dec 20, 2025

Ports:

Puerto Caldera → Quepos → Golfo Dulce → Isla Parida → Balboa / Fuerte Amador → Panama Canal → Colón

Departs Dec 20, 2025 from Puerto Caldera, Costa Rica

Up to 2 deals and Avoya Exclusives

From

$2,999

11-Night Panama Canal Cruise

$4,999

Windstar Cruises – Star Pride

89 Reviews

Date:

Dec 27, 2025

Ports:

Colón → Panama Canal → Manta → Guayaquil → Machala → Trujillo → Lima

Departs Dec 27, 2025 from Colon, Panama

Up to 2 deals and Avoya Exclusives

From

$4,999

11-Night Panama Canal Cruise

$4,699

Windstar Cruises – Star Pride

89 Reviews

Date:

Jan 07, 2026

Ports:

Lima → Trujillo → Machala → Guayaquil → Manta → Panama Canal → Colón

Departs Jan 07, 2026 from Limassol, Cyprus

Up to 2 deals and Avoya Exclusives

From

$4,699

11-Night Panama Canal Cruise

$4,699

Windstar Cruises – Star Pride

89 Reviews

Date:

Jan 18, 2026

Ports:

Colón → Panama Canal → Manta → Guayaquil → Machala → Trujillo → Lima

Departs Jan 18, 2026 from Colon, Panama

Up to 2 deals and Avoya Exclusives

From

$4,699

18-Night Grand Voyage Cruise

$6,099

Windstar Cruises – Star Pride

89 Reviews

Date:

Jan 29, 2026

Ports:

Departs Jan 29, 2026 from Limassol, Cyprus

Up to 2 deals and Avoya Exclusives

From

$6,099

11-Night Panama Canal Cruise

$4,699

Windstar Cruises – Star Pride

89 Reviews

Date:

Jan 29, 2026

Ports:

Lima → Trujillo → Machala → Guayaquil → Manta → Panama Canal → Colón

Departs Jan 29, 2026 from Limassol, Cyprus

Up to 2 deals and Avoya Exclusives

From

$4,699

7-Night Panama Canal Cruise

$2,999

Windstar Cruises – Star Pride

89 Reviews

Date:

Feb 09, 2026

Ports:

Colón → Panama Canal → Balboa / Fuerte Amador → Isla Parida → Golfo Dulce → Quepos → Puerto Caldera

Departs Feb 09, 2026 from Colon, Panama

Up to 2 deals and Avoya Exclusives

From

$2,999

7-Night Panama Canal Cruise

$2,999

Windstar Cruises – Star Pride

89 Reviews

Date:

Feb 16, 2026

Ports:

Puerto Caldera → Quepos → Golfo Dulce → Isla Parida → Balboa / Fuerte Amador → Panama Canal → Colón

Departs Feb 16, 2026 from Puerto Caldera, Costa Rica

Up to 2 deals and Avoya Exclusives

From

$2,999

7-Night Panama Canal Cruise

$2,599

Windstar Cruises – Star Pride

89 Reviews

Date:

Feb 23, 2026

Ports:

Colón → Panama Canal → Balboa / Fuerte Amador → Isla Parida → Golfo Dulce → Quepos → Puerto Caldera

Departs Feb 23, 2026 from Colon, Panama

Up to 2 deals and Avoya Exclusives

From

$2,599

7-Night Panama Canal Cruise

$2,999

Windstar Cruises – Star Pride

89 Reviews

Date:

Mar 02, 2026

Ports:

Puerto Caldera → Quepos → Golfo Dulce → Isla Parida → Balboa / Fuerte Amador → Panama Canal → Colón

Departs Mar 02, 2026 from Puerto Caldera, Costa Rica

Up to 2 deals and Avoya Exclusives

From

$2,999