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A Winter Escape Costa Rica/Panama Boutique Yacht Cruise Aboard the Windstar Star Legend

February 7 – 19, 2027

Escape the Canadian winter and join me for a very special boutique Travel With Bradley journey to Costa Rica and Panama aboard the elegant Windstar Star Legend.

This carefully designed small-group experience combines deluxe hotels, tropical scenery, fascinating wildlife and the relaxed luxury of Windstar’s intimate yacht-style cruising. Carrying only 312 guests, Windstar offers a far more personal and uncrowded experience than larger cruise ships, with exceptional service, spacious ocean-view suites and access to smaller ports and hidden coastal destinations many larger ships simply cannot reach. 

Guests will have the opportunity to enhance their experience with a wonderful selection of optional Windstar shore excursions available for purchase throughout the voyage. Whether you prefer relaxing beach days, nature experiences, wildlife encounters or cultural touring, there will be something for everyone to enjoy. 

I truly believe this journey offers the perfect combination of relaxation, adventure and warm tropical hospitality. As this is a special boutique departure with very limited space available, I encourage early booking. 

This is truly relaxed luxury at sea.  

Warmest Regards, 

Bradley Walters

Highlights

SAN JOSE (pre-cruise) Visit the impressive Poas Volcano on a guided mountain excursion and stop at Hacienda Alsacia, Starbucks’ renowned Costa Rican coffee farm, before a welcome dinner in the city.

WINDSTAR STAR LEGEND CRUISE (7 nights) Board the elegant intimate yacht at Puerto Caldera, settling into spacious ocean-view suites with exceptional dining and a wonderfully personalised 1.5-to-1 crew-to-guest ratio. Relax on the pristine white sand beaches of Playa Flamingo and spot scarlet macaws, monkeys, and exotic birds amid the lush rainforest of Punta Leona. Explore the spectacular biodiversity of Manuel Antonio National Park and the untouched coastal wilderness of Puerto Jiménez and Golfo Dulce. Unwind on the palm-lined beaches and turquoise waters of Isla Parida, Panama, before a peaceful final day at sea sailing toward Panama City.

PANAMA CITY (2 nights) Disembark for a fascinating close-up visit to the world-famous Panama Canal before checking into a centrally located upscale downtown hotel. Spend a leisurely day relaxing poolside or exploring the city’s modern skyline before gathering for a heartfelt farewell dinner celebrating your Costa Rican and Panamanian adventure.

TORONTO (post-trip) Enjoy a coffee and chocolate tasting and casual farewell lunch before flying home, with a complimentary overnight stay at a Toronto Pearson Airport hotel upon arrival.