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Experience a private 2-hour sunset cruise in Key West with Stock Island Charters, featuring wildlife sightings, a secluded sunset spot, and personalized service.

A private sunset cruise with Stock Island Charters offers a peaceful, personalized way to enjoy the stunning Florida sunset. For $450 per group (up to 6 people), this 2-hour tour combines scenic views, wildlife spotting, and a secluded spot to watch the sun dip into the water. Departing from the Seawall of the marina south of the gas dock, the experience is ideal for small groups seeking intimacy on the water.
The tour stands out for its experienced and energetic captain, who provides local insights about Key West’s landmarks like Sunset Key, Mallory Square, and A&B Marina. The tour’s focus on a private boat ensures a serene environment, away from crowded sunset spots. The cost reflects this exclusivity, offering an intimate experience at a reasonable price for a small group.
While weather can be unpredictable, the captain’s communication helps set expectations, and the secluded sunset spot guarantees an uninterrupted view of the setting sun. The tour includes a 2020 Pioneer Islander boat, a cooler with ice and bottled water, and space to bring along food or drinks, making it flexible for your preferences. This tour suits travelers who value privacy, wildlife encounters, and a tailored experience.
You can check availability for your dates here:
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The 2020 Pioneer Islander boat forms the core of this tour, providing a smooth and comfortable ride for up to six guests. Its size and design emphasize intimacy and calm, making it ideal for those who prefer a quieter, more exclusive setting rather than a crowded boat. The seating space and stability contribute to a relaxing experience while cruising around Key West.
The boat is equipped with a cooler stocked with ice and bottled water, ensuring guests stay refreshed without needing to bring their own beverages. There is also ample space to add personal snacks or drinks, making this a flexible option for a casual sunset gathering.

The tour begins at the seawall of the marina, located just south of the gas dock. This convenient, clearly defined meeting spot helps ensure smooth check-in and departure. The private nature of this location complements the overall intimate vibe of the tour.
Guests should arrive at the designated meeting point ready for a two-hour cruise, with plenty of time to settle in and enjoy the surroundings before the sun begins to set. The location makes it easy to combine this experience with other activities around Key West.

The captain leading this cruise is described as energetic and knowledgeable. Reviews praise Don specifically for his personable attitude and excellent guiding skills. His local insights about Key West landmarks and wildlife enrich the experience, giving guests a deeper appreciation of the area.
Throughout the trip, the captain keeps communication open, especially if weather conditions threaten to impact sunset views. This attentiveness ensures guests feel informed and prepared, even if clouds obscure the sky.
More Great Tours NearbyThe most distinctive feature of this tour is the private spot the captain seeks out about 20 minutes before sunset. This location is carefully chosen to be free from other boats and land distractions, allowing guests to enjoy a peaceful, unobstructed view of the sun sinking into the water.
Watching the sunset from this hidden water spot heightens the experience, making it more special than viewing from crowded shoreline areas. It’s a perfect moment for photos, quiet reflection, or simply taking in the stunning colors of the evening sky.
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While the main focus is on the sunset view, the tour also offers opportunities to spot local wildlife as the boat cruises around Key West. The local knowledge of the captain helps guests identify marine life and bird species that inhabit the area.
Guests are encouraged to keep an eye out during the ride, as dolphins, seabirds, or other marine creatures may appear. The wildlife sightings add an extra layer of interest and excitement to the relaxed cruise.
This private tour operates with a degree of flexibility, offering free cancellation up to 24 hours in advance. It is typically scheduled in the evening, aligning with most sunset times in Key West, and lasts about two hours, providing an ideal window for a sunset outing.
Guests can reserve now and pay later, making it easier to plan and adapt to changing travel schedules. The group size is limited to ensure a personalized experience, and the tour is conducted in English.
The Private Sunset Cruise stands out from other options by offering full exclusivity with a private boat and personalized guide. Similar experiences include sunset cruises with open bars, food, or live music, but this tour prioritizes privacy and quiet enjoyment.
For those interested in additional activities, options like dolphin watching, snorkeling, or kayaking are available elsewhere in Key West. However, this tour’s focus on a secluded sunset makes it ideal for romantic evenings, small family gatherings, or anyone seeking a calm, intimate water experience.

This private sunset cruise offers a peaceful escape from the busy shoreline, with the added comfort of a small group and a personal guide. The local knowledge of the captain, the secluded sunset spot, and the flexibility of the experience make it a compelling option for those seeking a relaxed and special evening.
While the weather can sometimes impact the sunset view, the captain’s attentiveness helps maximize the chances of a memorable experience. The cost reflects the exclusivity and quality of the experience, making it suitable for travelers who value privacy and personalized service.
This tour is best suited for couples, small families, or friends looking for a quiet, scenic way to enjoy a Key West sunset in a comfortable, private setting.
What is included in the price of the tour?
The price includes the 2020 Pioneer Islander boat, cooler, ice, and bottled water. Guests can bring along additional food and drinks if they wish.
How many people can join the tour?
The tour is designed for up to 6 guests per booking, ensuring a private and intimate experience.
Where does the tour depart from?
The meeting point is at the seawall of the marina, just south of the gas dock in Key West.
What is the duration of the cruise?
The tour lasts about 2 hours, typically scheduled in the evening to coincide with sunset.
Can I cancel the tour if my plans change?
Yes, free cancellation is available up to 24 hours before the scheduled departure.
Is there a guide onboard?
Yes, the live tour guide is in English, and the captain is known for being knowledgeable and personable.
What should I bring on the tour?
Guests should bring any additional food or drinks they’d like, as well as sunscreen or sunglasses for comfort.
Is the boat accessible and comfortable?
Yes, the 2020 Pioneer Islander provides comfortable seating and a smooth ride, suitable for small groups.
What makes this sunset cruise different from others?
This tour offers full privacy with a private boat and a secluded sunset spot, making it perfect for those seeking a quiet, personalized experience.
Do weather conditions impact the tour?
Weather can influence the sunset visibility, but the captain keeps guests informed and will adjust plans to ensure the best possible experience.