A private holiday light cruise and sunset tour in Naples offers a combination of scenic beauty, festive cheer, and relaxed luxury—perfect for those seeking an intimate, memorable holiday experience. For around $750 per group, up to six people can enjoy approximately 2 hours 30 minutes exploring the Gulf of Mexico’s stunning sunsets and the glittering holiday lights of Port Royal. Starting from the Naples Bay Resort, this personalized journey promises a blend of natural beauty, festive ambiance, and a touch of exclusivity.
What we love most are the breathtaking views of the Gulf sunset—with its vibrant colors reflecting off the water—and the guided cruise through Port Royal’s decorated canals, where holiday lights shimmer on some of Naples’ most luxurious homes. The luxury tri-toon boat provides plenty of space and comfort, making the ride not just scenic but also relaxing. A second highlight is the chance to bring your own drinks and takeout, turning this cruise into a personalized celebration.
One consideration? Since this is a private tour for just your group, it does come at a higher price point, which might be a factor if you’re traveling on a tighter budget. Also, the sunset timing means you’ll want to arrive promptly at 4:45 pm to catch the full spectacle.
This tour is ideal for couples, families, or small groups who want a personalized, festive experience with spectacular views, friendly guidance, and a touch of luxury. If you’re celebrating, want to enjoy Naples from the water, or simply love holiday lights, you’ll find plenty to love here.
Key Points

- Exclusive Private Tour: Only your group participates, offering intimacy and flexibility.
- Spectacular Views: Combines sunset vistas over the Gulf of Mexico with holiday light displays in Port Royal.
- Comfortable Experience: Luxury tri-toon boat with spacious, easy boarding.
- Flexible and Personalized: Bring your own wine, drinks, or takeout for a custom celebration.
- Ideal for Small Groups: Perfect for families, couples, or friends wanting a special holiday outing.
- Limited to 6 Participants: Ensures a relaxed, unrushed experience with personalized attention.
An In-Depth Look at the Private Holiday Light Cruise and Sunset Tour

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Setting the Scene: Naples’ Holiday Magic from the Water
Starting at the Naples Bay Resort & Marina, this tour offers a chance to see Naples in a way that’s both festive and peaceful. For just under three hours, you’ll glide across the Gulf of Mexico, witnessing one of the most beautiful sunsets in Florida, with the horizon glowing in shades of orange, pink, and purple. The Southwest Florida coastline is known for its breathtaking sunsets, and viewing it from the water adds a layer of serenity and spectacle that land-based vantage points can’t match.
As the sun dips below the horizon, the real show begins along the canals of Port Royal. This exclusive neighborhood is famous for its luxurious homes, many of which are decked out with holiday lights during the season. From the comfort of your private boat, you’ll cruise through the waterway, getting a close-up look at these dazzling displays—think shimmering, twinkling mansions that make you feel like you’re in a holiday movie.
The Itinerary: A Well-Curated Mix of Nature and Festivity
Stop 1: Gulf of Mexico
The tour kicks off with a 30-minute cruise into the Gulf, where you’ll get a front-row seat to the sunset. It’s a moment to relax, breathe in the fresh air, and marvel at the horizon’s changing colors. The breathtaking views of the water and sky are what make this part of the tour stand out. It’s a perfect way to unwind after a busy day or to kick off a special evening.
Stop 2: Port Royal
The main event is the guided cruise through Port Royal’s canals. Departing from Naples Bay Resort, your 6-passenger private pontoon boat offers plenty of space to stretch out and enjoy the sights. With a knowledgeable captain, likely someone like “Captain Paul” based on reviews, you’ll cruise past decorated homes, vibrant with holiday lights, and enjoy commentary about the area.
This part of the tour lasts around 2 hours. You’re welcome to bring your own drinks and takeout, making it a relaxed, personalized affair. A glass of wine or a favorite craft beer enhances the experience, and many reviewers mention how the guide’s hospitality and friendly guidance make for a memorable trip. One guest described it as a “great trip,” highlighting how the captain “worked hard to make it a great experience,” with dolphin sightings and shell collecting adding to the joy.
What Makes This Tour Special
One of the biggest draws is the combination of natural and festive sights. The sunset over the Gulf offers a tranquil, picture-perfect moment, while the holiday lights transform the canals into a sparkling wonderland. The luxury boat ensures smooth sailing and plenty of space, making it suitable even for those who may be uneasy on smaller boats.
Another highlight is the personalized nature of the tour. Being private means fewer crowds, more flexibility, and the ability to customize your experience—whether you want to sip wine, relax with a favorite drink, or just soak in the scenery without a large group around.
Authentic Traveler Insights
From the single review available, we learn that guests absolutely loved their experience. They noted how the guide’s effort and attention made a difference, with dolphin sightings and shells adding a fun, spontaneous touch. The reviewer’s comment that their kids loved it underscores how this trip appeals across ages—an ideal choice for families or small groups celebrating together.
Enjoy being on the water? Here are other boat experiences we've looked into in Naples
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Practical Details and Considerations
The start time of 4:45 pm is ideal for catching the sunset, so punctuality is key. The tour is near public transportation, making access straightforward, and service animals are allowed, which is thoughtful for travelers with pets.
The cost of $750 reflects the private, intimate nature of the experience. While it’s a bit pricier than group tours, the value lies in the exclusivity, comfort, and personalized service. Given the limited group size, you won’t be crowded or rushed, and the opportunity to bring your own drinks adds a custom touch.
Why Choose This Tour?
This experience is perfect if you’re looking for a serene, scenic escape that combines the beauty of Naples’ natural environment with the festive charm of holiday decorations. It’s especially suited for small groups or couples celebrating special occasions or simply wanting a relaxing evening on the water. If you appreciate guided commentary, luxury comfort, and authentic holiday ambiance, this tour ticks all those boxes.
The Sum Up: Who Will Love This Experience?

If you’re after a unique, intimate way to enjoy Naples’ festive season, this private sunset and holiday light cruise is a winner. It’s a great choice for small groups or families seeking a relaxed, scenic outing with the chance to see dolphins, enjoy stunning sunsets, and marvel at holiday lights—all from the comfort of a well-equipped boat. The personalized service and flexible approach make it a special treat for anyone wanting a memorable water-based holiday experience.
However, keep in mind the price point, which reflects its exclusivity, and the timing—arrive promptly for sunset. If you’re someone who values a guided, customized experience with plenty of space and comfort, this cruise will serve you well.
In sum, this tour offers a blend of natural beauty, holiday cheer, and relaxed luxury—a delightful way to celebrate the season in Naples.
FAQ
Is this tour suitable for children?
Yes, it can be suitable for children, especially since the boat is comfortable and the scenery engaging. Just check if your kids are comfortable with boat rides and sunset views.
Can I bring my own drinks?
Absolutely. The tour explicitly welcomes guests to bring their own wine, drinks, or takeout, turning the cruise into a personalized celebration.
How long does the tour last?
The entire experience takes about 2 hours 30 minutes, with roughly 30 minutes for the Gulf sunset and 2 hours cruising through Port Royal.
What is the maximum group size?
Up to 6 participants can join, which ensures a private, unrushed experience.
Where does the tour depart from?
It departs from Naples Bay Resort & Marina, located at 1500 5th Ave S, Naples, FL.
Is there an option to cancel?
Yes, you can cancel free of charge up to 24 hours before the scheduled tour.
What should I wear?
Dress comfortably for the weather; bring layers if needed, as it can be cooler on the water in the evening.
Is the tour accessible for people with service animals?
Yes, service animals are allowed, making it accessible for travelers with disabilities.
Will we see dolphins?
While not guaranteed, reviews mention dolphin sightings, and the captain’s experience often makes such moments happen.
Who is the tour provider?
The experience is offered by Sand Dollar Boat Tours of Naples, known for their friendly guides and quality service.
This private holiday light cruise offers a peaceful, scenic, and festive way to enjoy Naples during the holiday season. Whether celebrating with loved ones or seeking a memorable escape, it combines the natural beauty of the Gulf with the charm of Naples’ decorated waterways—truly a special way to experience the season.
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- Naples Sightseeing Boat Tour
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