Our Services
Private Charter in Naples, Florida
Discover Naples from the water with private boat charters designed around relaxation, adventure, and unforgettable coastal views. Whether you’re watching the sun set over the Gulf, exploring secluded beaches, spotting dolphins in their natural habitat, or creating a fully customized day on the water, each experience is tailored exclusively to your group.
From peaceful, romantic cruises to family-friendly wildlife tours and private beach escapes, our Naples boat charters offer something for everyone—always private, always personal, and always on your schedule.
What to Expect on Your Charter
Comfortable, clean private boat
Typically, calm Gulf waters and scenic routes
Photo opportunities
Friendly knowledgeable captain
Laid back pressure free experience
A private cruise in Perrydise
Sunset Cruises
Perrydise Charters specializes in private sunset cruises in Naples, Florida, offering a relaxed and personalized experience on the water. Our sunset cruises take you through Naples Bay and Port Royal before heading into the Gulf of Mexico for stunning sunset views over the horizon.
Unlike large group tours, our sunset cruises are completely private — it’s just your group and the captain. Along the way, guests often see dolphins, manatees, and other local wildlife while enjoying calm waters and golden-hour views.
Each sunset cruise includes a cooler with ice and water, and guests are welcome to bring their own drinks and snacks. Whether you’re celebrating a special occasion or simply want to enjoy a peaceful evening on the water, Perrydise Charters delivers one of the best private sunset cruise experiences in Naples.
$425
Approximately 2.5 Hours
Duration:
Approximately 2–2.5 hours
Type:
Fully private boat charter
Departure:
Naples Bay
Capacity:
Up to 6 passengers
Ideal for:
Couples, families, anniversaries, proposals,
and visitors
Accompaniments:
Blankets during the cooler nights will be available to keep you comfortable.
Beach Trips
Escape the crowds and discover the untouched beauty of Keewaydin Island, a hidden barrier island just off Naples, Florida, accessible only by boat. This secluded stretch of paradise offers seven miles of pristine, undeveloped shoreline where you can truly unwind and experience Old Florida at its finest.
Spend your day combing the beach for unique shells, swimming in clear Gulf waters, or taking long, peaceful walks along soft, white sand with nothing but sea oats and coastal wildlife around you. With no roads, high-rises, or distractions, Keewaydin feels like your own private island retreat.
Whether you’re looking for a relaxing beach day, a scenic coastal adventure, or a quiet escape into nature, a trip to Keewaydin Island offers the perfect blend of serenity and natural beauty, all just minutes from Naples by boat.
$550 | +$100 Each Additional Hour
Approximately 4 hours
Duration:
Approximately 4 hours
Additional hours available
Type:
Fully private boat charter
Departure:
Naples Bay
Capacity:
Up to 6 passengers
Ideal for:
Couples, families, anniversaries, proposals,
and visitors
Accompaniments:
Blankets during the cooler nights will be available to keep you comfortable.
Sightseeing Excursions
Book your private, fully customizable adventure in Naples, Marco and the Ten Thousand Islands. Sit back and relax as we navigate the beautiful waters that surround Naples. Who knows, maybe we will see dolphins or other wildlife along the way. It’s not guaranteed but there’s always a good chance.
Maybe You’re looking for that private boat experience to see the ultra-luxurious mansions that line Port Royal followed by lunch or dinner on the water at a local seafood restaurant in Naples or Marco Island. Looking to stop for a quick swim on the beach, we can do that as well.
Maybe you are looking for that perfect spot to get engaged. Let’s discuss and arrange for your perfect waterfront proposal. Whatever you are wanting to accomplish, let’s discuss it. This experience is perfect for families, couples or a group of friends.
$550 | +$100 Each Additional Hour
Approximately 4 hours
Duration:
Approximately 4 hours
Additional hours available
Type:
Fully private boat charter
Departure:
Naples Bay
Capacity:
Up to 6 passengers
Ideal for:
Couples, families, anniversaries, proposals,
and visitors
Accompaniments:
Blankets during the cooler nights will be available to keep you comfortable.
Boat Operation Instruction and Boat Delivery Service
Learning to operate your own boat safely can be an exhilarating yet daunting experience. Most people buy a boat, get a 10 minute lesson from the dealer and off they go. With 30 years of experience operating a vessel, let me help you with the essential skills required to operate your boat safely. We can start from trailering your boat to loading and unloading it from the water.
Learn the skills of docking, safe navigation and understanding your boat’s unique handling requirements.
My instruction covers any of the following:
Basic Boat Operation
Safety requirements and equipment
Navigation/GPS operation
Trailering Your Vessel
*Single and twin engine boats up to 34 ft.Local Knowledge, let me show you around Naples to the 10,000 islands on your vessel so you will know where to safely go.
$100 / hour (2 hr Minimum)
