SAILING

3 Sailing Trips Worldwide Worth Flying For

3 tours  ·  from $19 a head

This is the shortlist you would send a friend: 3 sailing trips worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Manhattan Architecture Yacht Cruise - Lower Manhattan, the Woolworth Building, and the Statue of Liberty
Architecture Tours, Cruises & Boat Tours, New York City Architecture Tours, Sailing, Tour Reviews, USA Architecture Tours

Manhattan Architecture Yacht Cruise

1.Manhattan Architecture Yacht Cruise

★★★★★★★★★★5.0 · 1,395 reviews · 2 hours 45 minutes (approx.) · from $113Our pick

Spend 2 hours and 45 minutes circling Manhattan aboard a 1920s-style yacht, with live architecture commentary from an AIA New York guide. You’ll pass the Statue of Liberty, Chrysler Building, Woolworth Building, 18 bridges, Roosevelt Island, and the George Washington Bridge. Seating, indoor views, an open bow, and one drink are included.

“Fabulous day if you love architecture and learning about the gorgeous NY skyline! Boat was beautifully designed, too.”

Check availability →Read our full review

Chicago River Architecture Tour Aboard a Historic Yacht - The first 30 minutes: skyscrapers along the Chicago River
Architecture River Cruises, Architecture Tours, Chicago Architecture Tours, Cruises & Boat Tours, Historical Tours, Sailing, Tour Reviews, Tours, USA Architecture Tours

Chicago River Architecture Tour Aboard a Historic Yacht

2.Chicago River Architecture Tour Aboard a Historic Yacht

★★★★★★★★★★5.0 · 45 reviews · from $49

Spend about 90 minutes aboard a historic wooden yacht on the Chicago River. Your captain handles the route while a guide explains the Wrigley Building, Riverwalk, Michigan Avenue Bridge, and dozens of skyscrapers. Soda, coffee, and snacks are included, with alcoholic drinks available to buy. The tour begins and ends at 465 N McClurg Ct.

“The tour guide was terrific - super informative, fun to listen to, and maintained control of the crowd so that folks could actually hear him. He also invited and answered random questions. The boat ride was smooth and beautiful. I’m so glad we opted for a smaller vessel so we could hear and see everything. This tour was my and my 16-year old son’s (!!) favorite!”

Check availability →Read our full review

Architecture River Cruises, Architecture Tours, Cruises & Boat Tours, Poland Architecture Tours, Sailing, Tour Reviews

Wrocław Architecture Cruise by Catamaran

3.Wrocław Architecture Cruise by Catamaran

★★★★★★★★★★4.7 · 25 reviews · 40 min · from $19Best value

Cruise the Oder River aboard a comfortable catamaran for 40 minutes, with open-air and covered seating. You’ll see Market Hall, Cathedral Island, the National Museum, Grunwaldzki Bridge, Polinka, Centennial Hall, and several river islands. The local captain shares commentary on request, making this a flexible sightseeing ride rather than a formal guided tour.

Check availability →Read our full review

Scroll to Top

Explore by style

Pick a century, an architect or a skyline.