Explore Southwest Florida by Water

Private Boat Charters in Cape Coral, FL

Discover the best of Southwest Florida with Captain Tom. From dolphin watching and secluded beaches to unforgettable sunset cruises, enjoy a private boating experience built around you.

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YOUR DAY. YOUR CHARTER.

Experience the Best of Southwest Florida, One Cruise at a Time

There’s no better way to experience Southwest Florida than from the water. Cruise past beautiful waterfront homes, explore mangrove-lined waterways, discover secluded beaches, and keep an eye out for dolphins and manatees along the way.

At Calm Water Charters, every trip is private and personalized. Whether you’re visiting Cape Coral for the first time or you’ve called Southwest Florida home for years, Captain Tom will help you plan a memorable day on the water.

No crowded tour boats. No rigid itineraries. Just great company, beautiful scenery, and the freedom to explore at your own pace.

THE CALM WATER DIFFERENCE

More Than a Boat Ride; Your Own Private Adventure.

Private Charters
Experienced Captain
Your Kind of Day
EXPLORE OUR CHARTERS

Find Your Perfect Day on the Water

Whether you’re looking for a peaceful sunset cruise or an afternoon exploring Southwest Florida’s beautiful islands, there’s something for everyone.

Sightseeing & Dolphin Watching

Cruise the scenic waterways of Cape Coral, Fort Myers, and the surrounding islands. See the coastal scenery and watch for dolphins, manatees, and native birds along the way.

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Beach & Shelling Trips

Escape to the beautiful beaches of Southwest Florida. Hunt for seashells, relax on the sand, or spend the afternoon soaking up the sun on a secluded island.

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Private Sunset Cruises

Experience the magic of a Gulf Coast sunset from the water. Perfect for couples, families, celebrations, or anyone looking to end the day somewhere special.

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Waterfront Dining Cruises

Make the journey part of the experience. Cruise to local waterfront restaurants and tiki bars around Fort Myers Beach, Captiva, and the surrounding waterways.

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MEET YOUR CAPTAIN

A Lifetime on the Water. Now Sharing It With You.

Captain
Tom Toolis

Captain Tom Toolis has spent more than four decades working on the water, operating vessels around the world as a professional Merchant Marine captain.
Now based in Cape Coral, Tom has traded his international voyages for something a little closer to home: sharing the beauty of Southwest Florida with locals and visitors alike.
With extensive maritime experience and professional safety training, Tom brings knowledge, confidence, and a genuine love for boating to every charter.

More About Captain Tom
SIMPLE, FLEXIBLE PRICING

Your Charter. Your Schedule.

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
Read Our Reviews
A GLIMPSE OF PARADISE

See Southwest Florida From a Different Perspective

From the quiet mangrove waterways to the white sand beaches of the barrier islands, there’s always something new to discover when you get out on the water.

Gorgeous sightseeing
Your Charter, Your Way.

Frequently Asked Questions

Calm Water Charters offers private boat trips starting at $300 for two hours. Four-hour charters are $500, and six-hour charters are $750. Additional time is available for $125 per hour. Each charter is personalized to your interests and preferred destinations.

Our private charters explore the beautiful waterways around Cape Coral, Fort Myers, Sanibel Island, Captiva Island, and surrounding Southwest Florida destinations. Depending on your trip, you can enjoy sightseeing, dolphin watching, beach excursions, sunset cruises, and waterfront dining.

Yes! Every charter is reserved exclusively for your group. Unlike crowded sightseeing tours, you’ll have the flexibility to enjoy your time on the water at your own pace with Captain Tom.

Absolutely! Dolphins are frequently spotted throughout Southwest Florida’s coastal waterways. You may also encounter manatees, pelicans, ospreys, and other native wildlife. While sightings aren’t guaranteed, Captain Tom knows the local waterways and keeps an eye out along the way.

We recommend bringing sunscreen, sunglasses, hats, towels, and a camera. If you’re planning a beach excursion, bring swimwear and anything else you’d like for a relaxing day on the sand. You’re also welcome to bring food and beverages for your trip.

Your safety and comfort come first. If weather or water conditions make your scheduled charter unsafe, Captain Tom will work with you to reschedule or discuss your options. Decisions are made based on the conditions and forecast leading up to your departure.

A 20% deposit is required to reserve your charter. Cancellations made at least three days before your scheduled trip are eligible for a full deposit refund. For questions about changes or cancellations, contact Captain Tom directly.

Booking is easy! Simply contact Calm Water Charters to check availability, choose your preferred charter duration, and discuss what you’d like to experience. Captain Tom will help plan your trip and confirm the details before your adventure.

Absolutely! We just ask that you apply spray-on sunscreen on the dock or beach before boarding. Spray-on sunscreen can make the deck slippery and damage the boat’s vinyl upholstery. Thanks for helping us keep the boat safe and clean!

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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