PRIVATE Sunset & Sightseeing Boat Trip of Naples Bay and the Gulf

If you’re heading to Naples and looking for a way to enjoy the water without the crowds, this private sunset boat tour might just be what you need. From what we’ve seen, it offers a peaceful, personalized experience, letting you soak in stunning views, spot wildlife, and unwind as the sun dips into the Gulf.

What really catches our eye about this trip is its small-group vibe—you’re not on a giant boat packed with strangers—and the chance to see dolphins and birds up close. Plus, the stop at Keewaydin Island gives you a quiet stretch of beach to stretch your legs or collect seashells. On the flip side, it’s a bit on the pricier side, especially if you’re traveling with others, but many reviews suggest it’s worth the cost for the quality and intimacy.

One thing to consider is that this tour doesn’t include onboard bathrooms, so if that’s a dealbreaker, you’ll want to plan accordingly. This experience seems well-suited for couples, small groups, or anyone craving a relaxing, nature-filled evening on the water with expert guidance. It’s not ideal if you’re after a big party vibe or indoor amenities, but if serenity and wildlife are your priorities, keep reading.

Key Points

• Private Experience: Only your group and the captain participate, ensuring personalized attention.
• Wildlife Viewing: Opportunities to see dolphins, herons, egrets, and spoonbills up close.
• Flexible Island Stop: Choose to relax on Keewaydin Island or stay on the boat.
• Stunning Sunset Views: Watch the Florida sunset from the water for a memorable experience.
• All-Inclusive Comforts: Snacks, drinks, Bluetooth music, and ponchos provided.
• Safety & Convenience: Life vests for all ages, marina restroom access, and quick boat access for bathroom needs.

What to Expect from This Tour

This is a roughly 2-hour and 20-minute private boat trip that starts at the Naples marina, with a focus on relaxation and nature. From the start, you’ll feel the benefit of a small-group, personalized experience—your own private boat for up to five people, guided by a licensed captain who knows the waters inside and out.

Itinerary Breakdown

Stop 1: Wildlife & Ecosystem Learning (1h 40m)

The first part of your adventure takes you through Naples Bay and the Ten Thousand Islands. Our sources highlight that Captain Paul is not just cruising; he’s sharing insights about the Greater Everglades ecosystem and conservation efforts. Expect to see dolphins, which seem to love putting on a show, jumping and playing in the boat’s wake, often within feet of you.

Other wildlife you might spot includes manatees, ospreys, bald eagles, and various wading birds. As one happy reviewer put it, “Captain Paul shared thorough knowledge of the area which immersed us into the experience,” making it not just a scenic ride but also educational.

Stop 2: Keewaydin Island (40 minutes)

This stop is a favorite for many. Most days, your boat will be the only one at this secluded stretch of beach. Here, you can decide how long to stay—whether that’s swimming, shell collecting, or simply relaxing on the pristine sands. Some opt for the sunset from the island, which is touted as a beautiful view.

If you prefer, you can skip getting off the boat entirely and stay aboard the entire time. The flexibility means you can tailor this experience to your mood, whether you want a quick beach stroll or just to kick back and enjoy the scenery.

What Makes This Tour Stand Out

Wildlife Encounters: Multiple reviews mention dolphin sightings and birdwatching as highlights. One reviewer called it “the best boat tour I have ever been on,” and highlighted the dolphin show during sunset as unforgettable.

Personalized Service: The guide’s flexibility and knowledge shine through. Guests mention Captain Paul as “very friendly,” “knowledgeable,” and able to answer all their questions. The small group size means you get a lot of attention, making it feel more like a day out with a friend than a guided tour.

Scenic Views & Sunset: The tour is designed around the sunset, so you’ll be treated to vibrant colors over the water. Many reviews reflect on how stunning the sunset was, often combined with wildlife sightings for a picture-perfect moment.

What’s Included & What to Keep in Mind

Included in the price ($375 per group for up to five people):

• All taxes, fees, and handling charges
• Snacks and non-alcoholic drinks
• A cooler with ice for your personal drinks and snacks
• Bluetooth speaker to stream your favorite music
• Life vests suitable for all ages and sizes
• Ponchos in case of rain (though weather permitting)
• Marina bathroom access
• Exclusive use of the boat for your group

What’s not included:

• Gratuities (industry standard suggests 10–20%)
• Alcohol (bring your own, with cups and corkscrew provided)
• No onboard restrooms, but marina bathrooms are nearby

Practical tips: Bring a hat, sunglasses, and sunscreen. Wear flat, comfortable shoes—preferably non-slip. If you want to capture the moment, don’t forget your camera. The boat’s shade options can be tailored if you ask ahead.

The Experience in Depth

We appreciate how reviews consistently praise the knowledge and friendliness of Captain Paul. Being able to ask questions about wildlife, ecosystems, or even the homes you see along the water seems to be a highlight. Several guests have noted that Captain Paul is not just a skipper but also an engaging guide who makes the trip memorable.

The boat itself is a 22-foot open motorboat with cushioned seats for all five guests, making it cozy but not cramped. The boat’s open design means you’re out in the elements, so good weather matters. On the plus side, nearly all reviews mention the excellent weather conditions, with many describing the trip as “beautiful” and “perfect.”

The sea and wildlife sightings are what most guests rave about—dolphins playing in the boat’s wake, colorful birdlife feeding in shallow waters, and the chance to walk on a quiet beach that feels untouched. As one reviewer said, “Exploring the mangroves, spotting ospreys, and enjoying the solitude of Keewaydin were two experiences we hadn’t anticipated but thoroughly enjoyed.”

The Sunset Magic

Watching the sunset from the water is a key feature here. Many reviewers mention that the colors of the sky reflected on the Gulf are breathtaking, and dolphins often put on a show during this time. This peaceful, picture-perfect moment is what makes this tour stand out as a special evening activity.

Flexibility & Customization

Guests love how flexible the trip is. Whether you want to stay on the boat, go for a swim, or explore the island longer, the captain is accommodating. The ability to stream your own music adds a personalized touch, making the experience more relaxed and fun.

Who Is This Tour Best For?

This private boat trip is ideal for couples, small groups of friends, or families with older children who enjoy nature and calm waters. If you’re looking for a relaxed, scenic adventure that combines wildlife, beach time, and sunset views, this tour fits the bill. It’s also perfect if you value a personalized experience with a knowledgeable guide.

Not recommended for travelers who prefer indoors or have mobility issues, as the boat has no onboard restroom. Also, if you’re after a party atmosphere or a larger group experience, you might want to consider other options.

FAQs

• How many people can join the tour?
  The tour is designed for up to five people, making it intimate and perfect for close groups.

• What should I bring?
  Bring a hat, sunglasses, sunscreen, and your camera. You might also want to bring your own alcohol if desired, as only cups and a corkscrew are provided.

• Is swimming allowed during the trip?
  Yes, swimming is possible during the island stop at Keewaydin Island, weather permitting.

• Are there restroom facilities on the boat?
  No, the boat doesn’t have onboard restrooms, but marina restrooms are accessible.

• How long is the trip?
  The total experience lasts around 2 hours and 20 minutes, with about 1 hour 40 minutes spent wildlife spotting and the rest at Keewaydin Island.

• Is this tour suitable for children?
  Yes, especially if children are comfortable on small boats and can wear life vests. All children must be accompanied by an adult.

• What happens if the weather turns bad?
  The tour is weather-dependent. If canceled due to poor weather, you’ll be offered a different date or a full refund.

Final Thoughts

This private sunset boat trip of Naples Bay and the Gulf balances scenic beauty, wildlife watching, and personal service. It’s a quiet, relaxed way to see the waterways, with enough flexibility to make it your own. Many guests describe the experience as memorable, thanks to the knowledgeable guide and the chance to see dolphins and birds in their natural habitat.

While it’s on the pricier side, the exclusivity and quality of the experience seem to justify the cost for most. It’s particularly suited for those who want to enjoy a peaceful evening on the water, away from the crowds, with great scenery and wildlife as your companions.

If you’re after a calm, memorable sunset adventure in Naples, this tour might become a highlight of your trip. Just plan ahead for weather and restrooms, and you’ll enjoy a truly special experience.