Private Boat Charters & Pricing in Cape Coral, FL

From dolphin watching and secluded beaches to waterfront dining and breathtaking sunsets, explore the best of Southwest Florida on a private boat charter with Captain Tom. Choose your experience, pick your duration, and make the day your own.

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FIND YOUR PERFECT EXPERIENCE

Four Ways to Enjoy Southwest Florida

Whether you want to cruise the backwaters of Cape Coral, explore the beaches near Sanibel and Captiva, or catch the sunset over the Gulf, Captain Tom will help you create the perfect day on the water.

Sightseeing & Dolphin Watching

Discover Southwest Florida’s beautiful waterways on a private sightseeing cruise. Explore scenic canals, coastal islands, and mangrove-lined shorelines while keeping an eye out for dolphins, manatees, and native birds.
Every trip is different, with plenty of opportunities to enjoy the scenery, take photos, and experience the area from a whole new perspective.

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Beach & Shelling Trips

Escape the crowds and discover the natural beauty of Southwest Florida’s barrier islands. Spend time searching for seashells, relaxing on the sand, and enjoying beautiful coastal scenery.
Captain Tom can help you choose a beach destination that fits your plans. Beach chairs and swimming noodles are available for your day ashore.

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Private Sunset Cruises

There’s nothing quite like watching the sun set over Southwest Florida from the water. Leave the busy shoreline behind and enjoy the changing colors of the sky as you cruise through the coastal waterways.
Perfect for couples, families, anniversaries, and special occasions, sunset cruises are typically two to three hours long.

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Waterfront Dining Cruises

Skip the drive and arrive by boat. Enjoy a scenic cruise to waterfront restaurants and tiki bars around Fort Myers Beach, Captiva Island, North Fort Myers, and the surrounding area.
Along the way, take in beautiful waterfront homes, natural scenery, and local wildlife. Your outing can be as relaxed or adventurous as you like.

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SIMPLE, TRANSPARENT PRICING

Choose Your Time on the Water

2hr

$300

A quick sightseeing cruise, dolphin watching, or sunset experience.

4hr

$500

More time for exploring the islands, enjoying the scenery, or a waterfront stop.

6hr

$750

An extended adventure with time for beaches, cruising, and relaxation.

Additional

$125/hr

A 20% deposit is required to reserve your date. Full deposit refunds are available for cancellations made at least three days in advance.

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Memories Made on the Water

From peaceful mornings on the back bays to unforgettable Gulf Coast sunsets, our favorite part of every charter is helping guests experience Southwest Florida in a whole new way.

  • He took us to the perfect beach to search for the perfect shells and even brought fishing poles for my son, which made his day!
    Kelly Murkins
  • Our recent vacation was made truly special by an incredible boat ride and sightseeing tour! From start to finish, everything exceeded expectations.
    Patricia Camera
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Your Day, Your Way.

Unlike a crowded group tour, a private charter lets you spend your time doing what you enjoy most. Whether that means discovering wildlife, exploring a beach, or simply relaxing with family and friends, the experience is built around you.

A Private Experience

Enjoy the boat with your own group instead of sharing a scheduled tour with strangers.

Experienced Captain

Explore with Captain Tom Toolis, bringing more than 40 years of professional maritime experience.

Flexible Destinations

Choose from sightseeing, beaches, waterfront restaurants, and scenic cruises based on your interests and available time.

A Relaxed Pace

Take in the scenery, enjoy the company, and make memories without rushing from one stop to the next. Your comfort and enjoyment is our priority when you book with us.

Ready to Explore Southwest Florida by Water?

Beautiful beaches, incredible wildlife, unforgettable sunsets. Your perfect day on the water starts with Calm Water Charters.

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