Experience a breathtaking Naples sunset cruise on our beautiful catamaran. Escape the crowds and set sail on this unforgettable sailing excursion, where you’ll see Southwest Florida the way it was meant to be seen… by water!

Enjoy a warm breeze, a complimentary glass of champagne, and a view of one of the most spectacular sunsets you will ever witness. As we sail back to port, you’ll marvel at the beautiful view of the Gulf of Mexico and the Naples and Marco Island beaches, with the last light of the sunset guiding your way. This is the perfect experience for those looking for a relaxing Marco Island boat tour, a tranquil Naples sailing cruise, or a romantic Naples sailboat cruise.

The price of your Naples boat charter includes complimentary soda, water, beer, and chardonnay, along with a glass of champagne served at sunset. You’re also welcome to bring your own food and non-alcoholic beverages (no red wine, please). For safety and insurance reasons, hard liquor is not permitted on board, and all forms of smoking and vaping are prohibited.

This Naples boat tour offers a delightful escape into the stunning Gulf of Mexico. Relax and enjoy the scenic sailing excursion on our beautiful catamaran as you watch for the abundant sea life and native birds of Southwest Florida.

Our day sailing cruise includes a stop at one of the beautiful barrier islands, like Keeywaydin Island in South Naples. During this stop, you can explore the pristine beaches, go for a swim, and enjoy some Naples shelling. This is a great opportunity for a Naples dolphin tour or just to soak up the Florida sun.

Would you like to have a boat all to yourselves? Our private cruises are the perfect way to celebrate any occasion, from birthdays to anniversaries, while enjoying complete privacy and luxury. Our Naples boat charters offer a truly exclusive experience, allowing you to choose between a serene day sail or a breathtaking sunset cruise.

Booking a private sailing charter lets you tailor the experience to your group’s desires. Whether you’re interested in a Naples dolphin tour, a relaxing Marco Island sunset cruise, or a fun-filled day of Naples shelling, the boat is yours to enjoy. Leave the details to us as you and your guests relax and enjoy a one-of-a-kind sailing excursion on the beautiful waters of Southwest Florida. The price includes all the amenities described in your chosen cruise package.

Enjoy a private 2 ½-hour guided eco-tour aboard our luxury pontoon that seats up to six guests comfortably for a day excursion, or a two-hour sunset trip. Our pontoons are perfect for Marco Island sightseeing tours, island hopping, and getting up close to the area’s natural beauty on the beach. This is a must-do Marco Island boat tour for anyone visiting Southwest Florida, with opportunities for an incredible Naples dolphin tour, great shelling, and wildlife spotting. (Sunset Charter arrives back to dock approximately 15 minutes after Sunset)

This 8-mile-long barrier island, just north of Marco Island, is a sanctuary for wildlife and a fantastic recreational destination. The beautiful sandy beaches stretching along the island are perfect for Marco Island shelling and offer a great opportunity to experience Florida’s natural coast. Keewaydin is a vital nesting ground for Least Terns and Loggerhead Sea Turtles, so you may even spot some nesting activity!

Located north of Tigertail Beach, Sand Dollar Island is breathtakingly beautiful and abundant with wonderful seashells. This is a prime spot for Naples shelling, where you can regularly see a variety of Florida’s beach-nesting shorebirds that face conservation challenges, including the Snowy Plover, Least Tern, and American Oyster Catcher.

Make memories to cherish for a lifetime when you exchange your vows during a private Naples sunset cruise. Our intimate Naples boat charters offer a truly unique and breathtaking venue for your wedding ceremony. Whether you have something particular in mind or need ideas, we can provide wonderful options to ensure your special day is everything you expect and more.

A sunset wedding on the water is an unforgettable sailing excursion for you and your guests. The stunning views of the Gulf of Mexico and the vibrant sunset provide the perfect backdrop for your vows. Our crew will handle the details, leaving you to simply relax and enjoy your beautiful and exclusive celebration on one of our elegant vessels. This is the ideal option for a couple looking for a magical and intimate alternative to traditional wedding venues in Naples or Marco Island.

Create the perfect moment to ask your significant other for their hand in marriage with a private cruise along the beautiful waters of Southwest Florida. A romantic Naples sailing charter offers an intimate and magical setting for an unforgettable proposal or a special anniversary celebration.

Our private sailing excursions are the ideal way to celebrate your love. We can help you plan every detail to ensure your interlude aboard our vessel is a magical event you’ll both treasure for a lifetime. Whether you’re looking for a peaceful Naples sunset cruise or a daytime Marco Island boat tour, we provide the perfect, secluded atmosphere for a truly special occasion.

Reaffirm your love and commitment on a private anniversary cruise aboard our beautiful sailing catamaran. Whether you want an intimate celebration for two or a joyful gathering with loved ones, a private Naples sailing charter is the perfect way to commemorate your special day.

This exclusive sailing excursion is sure to be a fun, romantic, and memorable event. We can help you customize every detail, from a tranquil Naples sunset cruise to a lively daytime Marco Island boat tour, ensuring your anniversary celebration is truly one-of-a-kind.

Making a magical birthday celebration aboard a private cruise is one of our specialties. Whether you’re planning a fun-filled family daytime adventure, a lively outing with friends, or an intimate Naples sunset cruise, we are here to make your birthday celebration an event to remember.

Book the ultimate Naples boat charter to celebrate your special day. Our customizable packages allow you to create the perfect setting, from a daytime sailing excursion with water activities and shelling to a romantic sunset sail. This is the perfect way to have a personalized Marco Island boat tour that your guests will talk about for years to come.

What a great way to celebrate the bride-to-be with her “Last Sail Before the Veil!” Our private bachelorette party cruises are a specialty, offering a unique and unforgettable way to celebrate this milestone. We specialize in smaller groups, making a Naples boat charter with Cool Beans Cruises the perfect choice for a lasting memory.

Whether you choose a daytime sailing excursion filled with sun and fun, or a beautiful Naples sunset cruise to toast to the future, we can help you create the perfect event. A private Marco Island boat tour is an ideal way for the bride and her friends to relax and celebrate in style on the beautiful waters of Southwest Florida.