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Catch the Perfect Sunset on Chicago Sailing Trips

For the perfect summer evening activity, why not take a sailboat out onto the water and watch the sun slowly set over the stunning Chicago skyline? Windy City Sailing provides sailing trips that allow you to do just that, giving you an unforgettable experience. With the warm summer winds propelling the boat forward and the golden light of the setting sun washing over the city’s iconic buildings, you will surely have a magical evening. Read on to learn more about Windy City Sailing’s Chicago sailing trips.



Why Choose A Sunset Sailing Trip

There’s nothing like watching the sun slowly dip below the Chicago skyline while aboard a sailboat. The tranquility of the moment, combined with the city's beauty as it’s lit up by the warm hues of the setting sun, is something that can’t be replicated on land.


Taking a sunset sailing trip is a wonderful way to appreciate all Chicago offers. As you glide along the lakefront, you’ll be able to see the city from a whole new perspective. The city’s sights, sounds, and smells are amplified from the water, and you’ll be able to see landmarks such as the Willis Tower and the John Hancock Building in a whole new light.


But perhaps the most spectacular thing about a sunset sailing trip is the opportunity to see the fireworks display that takes place at Navy Pier every Wednesday and Saturday evening from Memorial Day to Labor Day. There’s nothing quite like watching the sky light up with bright explosions of color while onboard a sailboat. The sound of the fireworks detonating overhead, combined with the feeling of the boat rocking beneath you, is truly a sensory experience that must be seen to be believed.


At the show’s end, you’ll get to participate in a traditional “salute” from the spectator fleet – a special way to cap off an unforgettable evening on the water.


Overall, taking a sunset sailing trip is the perfect way to appreciate the beauty of Chicago while also enjoying some time out on the water. So why not book your trip with Windy City Sailing today and experience the magic for yourself?


Tips for Taking Great Photos of the Sunset

If you plan to take photos during your sunset sailing trip in Chicago, there are a few tips and tricks to remember. While it’s easy to get lost in the beauty of the sunset, it’s important to take a step back and think about how to capture the moment on camera.

One popular option for evening entertainment in Chicago is Navy Pier’s fireworks display. The Pier sponsors a spectacular show every Wednesday and Saturday evening from Memorial Day to Labor Day. Watching the fireworks from a boat can be an unforgettable experience, with the sparkling colors reflecting off the water.


After the fireworks, there’s often a “salute” from the spectator fleet, where boats honk their horns and wave goodbye to the crowd. It’s a great opportunity to capture unique photos of boats, their passengers, and the glowing skyline.


When taking photos of the sunset itself, don’t forget to look around at your surroundings. The horizon line and setting sun are undoubtedly beautiful, but there may be other interesting features to include in your photos. Think about capturing the colors of the sky, the reflection on the water, or the skyline's silhouette.


If you want to include people in your photos, consider using a flash to avoid them appearing as just a dark silhouette. And if you’re serious about photography, it’s a good idea to scout out the best locations in advance and ask locals for advice.


Finally, plenty of smartphone apps can help you plan for a sunset shoot, such as The Photographer’s Ephemeris, which shows the sun’s position at different times of day. With these tips in mind, you’ll get some stunning photos of your sunset sailing trip with Windy City Sailing.


Book Your Trip with Windy City Sailing

Now that you’re ready to book your sunset sailing trip in Chicago, why not choose Windy City Sailing? Windy City Sailing offers two different types of private charters: one for up to six people and another for groups of six to ten passengers. The private charter rate includes captain, crew, docking fees, and taxes. However, if you plan a group sailing trip, the captain fee is not included in the group sailing charter rate.


All of Windy City Sailing’s charter rates are hourly fees. Please remember that the maximum number of passengers allowed in a group is ten, so plan accordingly. To ensure you get the perfect sunset sailing experience, be sure to book your trip with Windy City Sailing in advance, as the summer season tends to fill up quickly.


With Windy City Sailing, you can sit back and relax as you take in the breathtaking sunset views of Chicago from Lake Michigan.


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