THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Sail into the sunset on a beautifully appointed yacht while sampling wines from Saltbird and Chronicle. Perfect for relaxing or celebrating with friends, this cruise offers breathtaking views and a taste of local excellence.
Sail into the sunset on a beautifully appointed yacht while sampling wines from Saltbird and Chronicle. Perfect for relaxing or celebrating with friends, this cruise offers breathtaking views and a taste of local excellence.
Book with Surprise Sailing Yacht Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Surprise Sailing Yacht Charters · Greenport, New York
Set against the vibrant backdrop of a coastal city, the Saltbird/Chronicle Wine Tasting Cruise offers an elegant blend of sunset sailing and curated wine tasting. This 2-hour voyage, led by winemaker Robin Epperson-McCarthy, combines the thrill of being on open water with the sensory delight of sampling exquisite wines. Departing from a scenic harbor, guests are treated to panoramic views of the coastline as the sun dips toward the horizon, casting a warm glow over the water. The cruise takes place on a well-appointed sailing yacht, designed to provide comfort and stability while offering unobstructed views of the sky and sea.
What makes this experience unique is the opportunity to learn about the wines of Saltbird and Chronicle firsthand, with expert narration enhancing each sip. The route is carefully selected to maximize sunset vistas, creating a magical atmosphere perfect for wine enthusiasts and novices alike. As you sail, enjoy breathtaking perspectives of the city skyline, distant mountains, and the shimmering water below. This cruise is not just about the wine; it’s a complete sensory immersion that elevates the traditional wine tasting into a memorable adventure.
Whether you're celebrating a special occasion or seeking a relaxing yet refined activity, this cruise stands out in the region for its combination of sailing elegance and oenological education. The intimate setting encourages conversation and camaraderie within a safe, eco-conscious environment. It’s a perfect way to unwind, connect with nature, and indulge in local flavors—all with the coastal city’s stunning scenery serving as your backdrop.
easy.
2 hours.
Suitable for all fitness levels, no physical exertion required
Yes, the cruise is suitable for guests aged 21 and older due to alcohol consumption.
No previous wine knowledge is necessary; the guide provides insights to enhance your tasting experience.
Comfortable, weather-appropriate clothing; layers are recommended as temperatures can vary.
Please contact us in advance to discuss accessibility accommodations.
The cruise may be rescheduled or canceled if weather conditions are unsafe.
Outside beverages are not permitted onboard to ensure safety and quality of the tasting experience.
This coast has a rich maritime history dating back to the 1800s, with many stories of exploration and trade.
The cruise company emphasizes eco-friendly practices, including fuel-efficient sailing and waste reduction, to preserve local waters.
Surprise Sailing Yacht Charters is a Greenport, New York-based charter company offering a range of day sails and special cruises aboard the yacht Surprise. They operate a selection of public and private sail experiences tailored for relaxation, sightseeing, swimming, and small-group celebrations. Core offerings include a Two Hour Day Sail (morning and afternoon departures), a Two Hour Sunset Sail, a Half Day Sail ideal for swimming and leisure, and a Full Day Sail for extended exploration of local waters. Special-event cruises feature curated wine tastings on board, including the Saltbird tasting with winemaker Robin Epperson-McCarthy on August 17 and the Chronicle tasting on September 6. These themed evening sails combine sunset views with guided tastings to create a seasonal, memorable experience. Reservations depart from Greenport, Long Island, and itineraries emphasize time on the water, coastal scenery, and flexible options for families and groups. The company lists clear trip durations for guests — two-hour sails, half-day outings, and full-day voyages — allowing travelers to select the right length for their plans. Booking pages list schedules, durations, and event dates so travelers can reserve Two Hour Day Sails, Half Day Sails, Sunset Sails, Full Day Sails, or Saltbird and Chronicle wine tasting cruises from Greenport, New York.
Book with Surprise Sailing Yacht Charters