THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Enjoy a scenic evening on Pittsburgh's Three Rivers with delightful wines, tasty food, and stunning city views. The Wine Tasting Cruise offers a relaxing way to celebrate with friends or loved ones on the water.
Enjoy a scenic evening on Pittsburgh's Three Rivers with delightful wines, tasty food, and stunning city views. The Wine Tasting Cruise offers a relaxing way to celebrate with friends or loved ones on the water.
Book with Gateway Clipper Fleet
Verified experiences and guided adventures in the surrounding area.
Operated by Gateway Clipper Fleet · Pittsburgh, Pennsylvania
Discover an unforgettable evening aboard the Gateway Clipper Fleet's Wine Tasting Cruise in Pittsburgh. This unique experience offers guests the chance to savor a carefully curated selection of wines while cruising along Pittsburgh's scenic Three Rivers. The backdrop of shimmering city lights paired with a delicious buffet makes this a perfect social outing or romantic night on the water. Whether you’re a wine enthusiast or simply looking to unwind, the relaxed atmosphere and friendly staff ensure a memorable time. The cruise offers panoramic views of iconic Pittsburgh landmarks, creating a photo-worthy setting that highlights the city's charm. Ideal for groups, couples, or solo travelers seeking a distinctive way to experience the city's nightlife, this private cruise combines the best of culinary delights and scenic beauty on one floating adventure.
easy.
2–3 hours.
Suitable for all fitness levels as the activity primarily involves leisurely sitting and light walking onboard.
Yes, the cruise is perfect for both wine beginners and enthusiasts, offering a variety of wines to sample in a relaxed setting.
No outside food or beverages are allowed, but a buffet is provided during the cruise.
This cruise is designed for adults due to the wine tasting aspect; check with the operator for family-friendly options.
In case of severe weather, the cruise may be rescheduled or canceled with a full refund or option to rebook.
Yes, Gateway Clipper Fleet offers accessibility accommodations — contact them in advance to arrange assistance.
The cruise typically lasts between 2 and 3 hours, including time for wine tasting and scenic cruising.
Pittsburgh's Three Rivers have long been vital for trade and transport, shaping the city's rich industrial past.
The Gateway Clipper Fleet supports river cleanup initiatives to protect the water quality and natural habitat.
Gateway Clipper Fleet is a Pittsburgh-based riverboat operator offering themed cruises, family outings, concert sailings, and special-event charters along the city's waterways. Operating grand riverboats, the fleet presents a variety of scheduled experiences from nostalgic decade parties to family-friendly “Mommy & Me” events. Each cruise highlights Pittsburgh’s skyline and bridges, providing distinctive views and onboard entertainment that range from DJs and live tribute bands to karaoke, photo booths, and themed activities. The fleet’s event lineup includes family-focused sailings such as Millie’s Pink Party and Pink Party for Mommy & Me, high-energy party cruises like the SUMMER OF KISS KickOff Cruise and 3WS Big Hair, Big Boat Party, and a multi-date Summer Music Series featuring tribute acts and local performers. Cruises commonly include onboard amenities such as a fully stocked bar, DJs or live bands, dancing areas, and curated themed activities suited to each event. Gateway Clipper Fleet is known locally for staging public events that accommodate groups, celebrations, and seasonal promotions. The fleet’s offerings cater to a broad audience—families seeking daytime fun, groups planning memorable nights out, and music fans attending waterfront concerts. Tickets are typically sold per event and include access to scheduled entertainment and riverfront views. The fleet’s steady schedule of themed and music cruises makes it a recognizable part of Pittsburgh’s seasonal events and entertainment scene. For visitors and residents seeking an alternative view of the city, Gateway Clipper Fleet combines scenic Three Rivers routes with curated onboard programming to create memorable riverboat experiences.
Book with Gateway Clipper Fleet