Your gateway to unforgettable island adventures in Southwest Florida
At Emmy Girl Charters, we believe in tailoring your dream cruise. Our private custom charters let you design the perfect itinerary from a menu of options including Sightseeing, Shelling, Sunset, Island Hopping, Nature, and Wildlife Tours. Whether you’re celebrating a special occasion, planning a romantic getaway, or simply seeking adventure, we will ensure your custom charter exceeds your expectations.


Visit some of Southwest Florida’s most beautiful beaches for sun, fun, shelling, and more! Only accessible by boat, Cayo Costa and North Captiva Island are home to some of the world’s best shelling! With hundreds of thousands of shells, the beaches are nearly inexhaustible sources of every type of shell; and are constantly being fed from the Gulf & Caribbean. Captain Emily will guide you through these pristine shores, helping you discover the treasures of the sea.
Let Captain Emily introduce you to some of her favorite animal friends. Pine Island Sound is a habitat for mammals like dolphins, manatees, and various species of birds. Captain Emily is a bird nerd who loves photographing and showing off the different species of birds in her area. Join her to explore the bird rookeries for some phenomenal bird watching.
Manatees, also known as Sea Cow received its nickname because of the way they graze the seagrass beds as their main food source.
The winter months are usually the best opportunity to get a close view of this gentle giant. Manatees are originally from the West Indies so all their blubber insulates them from the heat and unfortunately manatees do not live well in colder water temperatures. During the cold water moths manatees congregate in warmer canals, lagoons, springs and the power plants aka the manatee spa.
If traveling in the warm water summer months you might catch a glimpse of a manatee catching a ride with the currents along the gulfside shoreline. Sightings are a little more challenging this time of year because the sea cow is out enjoying the warm water temperatures living their best sea cow life.
Birds of prey like bald eagles and ospreys return to their nests in the fall to reunite with their lifetime partners and start nesting season which usually lasts till late spring or early summer. You will see and hear these birds all over the islands.


Discover the enchanting beauty of Pine Island Sound and its neighboring islands. Our Sightseeing tours offer a captivating exploration of Pine Island Sound and the neighboring islands. Captain Emily’s extensive knowledge of the area ensures that you’ll be immersed in the rich history and natural beauty of these pristine locales. Witness breathtaking vistas and learn the stories of these picturesque islands, making memories that will last a lifetime.
Experience the breathtaking beauty of a truly unforgettable sunset – embark on a cruise with us on the beautiful waters of Pine Island Sound. As the sun sets over the horizon, casting its warm glow on the tranquil waters, you’ll witness a breathtaking spectacle.
Our sunset cruises can accommodate up to 6 people and last approximately 2 hours. Let the vibrant colors of the setting sun create unforgettable memories.


Embrace the spirit of adventure with our Island Hopping tours. Explore the hidden gems of North Captiva, Cayo Costa, Cabbage Key, Useppa, Boca Grande, and more. From historic landmarks to pristine beaches, there’s something for everyone to enjoy. Each island has its own unique charm and secrets waiting to be uncovered. Captain Emily’s in-depth knowledge of these islands ensures you’ll get an authentic and memorable island-hopping adventure.
We offer a convenient Private Water Taxi Service for customers with vacation rentals booked on the boat access islands of North Captiva, Cayo Costa, Cabbage Key, and Useppa. Our private boats accommodate 1-6 passengers, ensuring a comfortable and personalized transit experience. With regular hours of service available from 8AM to 5PM, as well as after-hours options with a reservation, we provide seamless island-hopping solutions tailored to your schedule, making your island getaway even more enjoyable and hassle-free.

GET READY TO EXPLORE
Choose your maritime journey from an array of charter options thoughtfully designed to cater to every explorer’s desires.
At Emmy Girl Charters, we understand that each guest has unique preferences and time constraints, and we’re committed to ensuring your voyage is precisely what you’ve envisioned.
Every charter option is a carefully curated experience, where the journey itself is as important as the destinations.
Nature/Wildlife cruise Pine Island Sound without getting off the boat.
Nature/Wildlife cruise Pine Island Sound finish with watching the sunset slip into the Gulf of Mexico. Whole time spent on boat.
Tailor around your interests.
Tailor around your interests.
Sightseeing for nature and wildlife. Arrive at Cabbage Key or Useppa when they open and enjoy lunch. After lunch enjoy more sightseeing on the boat ride home, good chance we will see some of our dolphin friends. 10:30am to 1:30pm
Enjoy a scenic sightseeing cruise to and from your dinner destination.Dinner options Cabbage Key, Useppa, or Tarpon Lodge Depending on the time of year we sometimes can catch sunset. 5:30pm to 8:30pm
We take immense pride in curating maritime adventures that resonate deeply with our guests. Don’t just take our word for it – read the heartfelt reviews shared by those who’ve embarked on journeys with Emmy Girl Charters.
“Captain Emily was awesome! She was on time for our charter to and from North Captiva. She offered great insight into things to do. On the trip back to the mainland, she even took time to show our kiddos some dolphins and was able to get them to jump and play behind the boat. What a great experience!!! We will definitely use her service again on our next trip! Thanks, Captain Emily!”
“So easy breezy to schedule and get to N. Captiva Island from the marina! Captain Emily is super knowledgeable about the area’s wildlife and history. Learned a lot in just a short ride to the island. Also took the time to stop so we could see the manatees and dolphins along the way! Highly recommend!”
“Beautiful, amazing day sight-seeing, checking out manatees and dolphins, having lunch on Cabbage Cay. First rate, great, very clean and comfortable boat, it will accommodate a large family, very dry and stable, no worries. And, Emmy knows the area, she knows lots of history, fun and interesting. Last time we visited the area, we rented a boat, huge mistake, especially since we know about Emmy Girl Charters.”
Private Water Taxi Service for people staying at vacation rentals on North Captiva, Cayo Costa, Useppa, and Cabbage Key.
Tailor your maritime journey with our custom charters, creating an adventure that reflects your unique interests.
Embark on a captivating island-hopping experience, exploring North Captiva, Cayo Costa, Cabbage Key, Boca Grande, and more.

Captain Emily, a Florida notary, helps craft intimate maritime ceremonies amidst the allure of serene islands and coastal beauty.