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Dorchester Center, MA 02124

Discover the charm of Naples with a private boat tour—sunset cruises or beach trips tailored for up to 6 people. Enjoy stunning views, dolphins, and secluded beaches.
If you’re considering a boat trip in Naples, Florida, you’ll want to read this detailed look at Perrydise Charters’ Private Beach or Sunset Boat Tour. While I haven’t personally set sail with them, the reviews and information paint a picture of an experience that can elevate any visit to this sunny Gulf Coast town.
What stands out most about this tour? First, the personalized nature — no crowded boats filled with strangers, just your family or friends. Second, the versatile options—whether you’re craving a breathtaking sunset cruise or a fun-filled beach day, this tour adapts to your mood.
One thing potential travelers should consider is that the tour’s price of $425 covers up to six people, so it’s an excellent value for a private outing, but you’ll need to weigh whether that fits your group’s size and budget. It’s best suited for those who love intimate experiences, scenic views, and a relaxed, flexible schedule.


This private boat trip in Naples offers a refreshing alternative to typical group tours. Instead of sharing your experience with dozens of strangers, you get a tailored outing where your group’s interests come first. Whether you’re celebrating, seeking serene nature, or just want a break from touristy spots, this tour has you covered.
What makes it especially appealing is the combination of scenic sights and personalized service. The boat’s route includes views of some of the most exclusive mansions in Southwest Florida—a chance to glimpse opulent waterfront homes that make the area famous. Plus, the dolphin sightings often mentioned in reviews add a playful, authentic touch that nature lovers adore.
The sunset cruise, lasting approximately 2.5 hours, is a chance to relax as the sky shifts through shades of orange, red, and blue. You’ll sit back with a tropical drink in hand, feeling the warm Gulf breeze—a picture-perfect way to end the day.
For those opting for the beach trip, the focus shifts to Keewaydin Island, accessible only by boat. It’s a quiet escape where you can hunt shells, watch dolphins, or simply soak up the sun on pristine sands. The trip typically includes a scenic cruise through Naples’ waterways, adding a layer of adventure before reaching the beach.
Evening activities in Naples include these interesting options

If you pick the beach option, the trip begins with a cruise through Naples’ scenic backwaters, giving travelers a chance to appreciate the lush, water-laced landscape. The boat then arrives at Keewaydin Island, a pristine, quiet stretch of sand that is only accessible by boat. This exclusivity means fewer crowds and more space to breathe.
Once ashore, you can walk along the shoreline hunting for shells, a favorite activity among past travelers. Many reviews highlight dolphin sightings along the way, which add an element of delight—“Sit and watch the dolphins play,” as one reviewer puts it. The calm, shallow waters make it easy to wade and swim, while the stretch of beach offers plenty of space for sunbathing or a casual stroll.
For the sunset cruise, the journey begins with a tour of Naples’ luxurious waterfront homes in Port Royal. This upscale neighborhood is famous for its lavish estates and impressive architecture, offering a peek into the affluent lifestyle of Southwest Florida. The tour dedicates about an hour to this view before heading out into the Gulf.
As the boat slips away from the shoreline, you’ll be treated to an unobstructed view of the horizon. The tour is designed to let you relax, sip a tropical drink, and enjoy the colors of sunset — a truly mesmerizing experience. Past guests rave about how Captain Perry’s easygoing attitude and attentiveness enhance the trip, making it a highlight of their visit.
The tour isn’t limited to its standard options. Want to visit Marco Island or combine a beach day with lunch at a waterfront restaurant? These customizations are available, making the experience flexible and tailored to your preferences.
More ways to experience Naples from the water include these boat tours
The package includes bottled water and a cooler with ice—perfect for keeping drinks cold during the trip. You are welcome to bring your own food, drinks, or snacks, including beer and wine, which adds to the relaxed vibe.
Private transportation ensures exclusivity, and the boat can accommodate up to six people comfortably. Sunscreen is available, which is vital for staying protected under the Florida sun. The tour’s cost of $425 is quite reasonable, considering the personalized experience, scenic views, and dolphin sightings.
However, tips are not included, but a typical gratuity of 15-20% is customary if you’re pleased with the service.

Booking is straightforward — most trips are booked 16 days in advance, so plan ahead if you have specific dates in mind. The tour lasts roughly 2 to 5 hours, giving flexibility for shorter or longer outings depending on your interest.
Travelers should note that exiting the boat during the beach trip involves entering thigh-deep water or climbing a small step ladder if they prefer to avoid getting wet. The tour is suitable for most travelers, but those with mobility issues should consider this.
Weather plays a crucial role—if conditions aren’t ideal, the tour might be canceled with a full refund or rescheduling options. This small risk is typical for outdoor activities in Florida, but it’s good to plan accordingly.

One reviewer, Sarah, declared that the sunset cruise with Captain Perry was “hands down the best part of my trip to Naples,” highlighting the stunning sunset views and the personalized experience. Another mentioned that the 4-hour beach trip was “the highlight of their girls trip,” praising Captain Perry’s laid-back attitude and quick communication, which helped adapt plans around weather.
The consistent theme? Authentic, relaxing, and scenic. Past guests appreciated the chance to see dolphins, enjoy quiet beaches, and avoid large tourist crowds.

This experience is ideal for families, couples, or small groups seeking a private, authentic outing in Naples. It suits those who value scenic beauty, personalized service, and flexibility. If you’re interested in luxury homes, dolphin watching, or simply relaxing with a drink in hand, this trip hits the mark.
It’s also a great choice for travelers who want to escape the crowds and enjoy a tailored adventure—whether that’s a sunset cruise or a day at a secluded beach. For anyone craving a quiet, scenic escape, this tour delivers.

This private boat tour in Naples offers a relaxed, intimate way to see the area’s stunning coastline and luxurious homes. Whether you’re looking for a romantic sunset, a fun beach day, or a customizable adventure, Perrydise Charters provides a flexible and authentic experience.
The value for money is notable, especially given the private setting and personalized touches. The views, dolphin sightings, and quiet beaches make it a memorable addition to any Naples itinerary.
While it’s best suited for small groups who appreciate a slower pace and scenic beauty, anyone eager to indulge in a private, scenic cruise will find plenty to love here. With friendly service and a focus on natural beauty, this experience beautifully balances comfort, adventure, and a touch of luxury.
“The sunset cruise with Captain Perry was hands down the best part of my trip to Naples! My family and I planned to visit Naples resort and I used t…”

What is the cost of the tour?
The tour costs $425 per group, accommodating up to six people, making it a good value for a private experience with friends or family.
How long does the tour last?
Trips generally last between 2 to 5 hours, depending on the option chosen and any additional customizations.
What is included in the price?
The price includes private boat transportation, bottled water, a cooler with ice, and access to scenic views. You can bring your own food and drinks, including alcohol.
Is the tour suitable for children or people with mobility issues?
Most travelers can participate, but note that exiting the boat at Keewaydin Island may require entering thigh-deep water or using a small step ladder. Service animals are allowed.
Can the tour be customized?
Yes, you can tailor the trip to visit Marco Island or include other stops like waterfront dining, depending on your preferences.
What happens in case of bad weather?
If weather conditions force cancellation, you’ll be offered a different date or a full refund. It’s advisable to check the forecast before booking.
This private boat tour in Naples combines scenic beauty, personalized service, and flexible options, making it an excellent choice for those seeking a relaxed, memorable day on the water. Whether you’re watching the sunset or hunting for shells, this experience promises genuine moments of peace and wonder.