What is the maximum group size for the Private Sunset Sail?

The Private Sunset Sail accommodates up to six guests, making it ideal for family or small groups.

Do I need any sailing experience to join?

No sailing experience is required; the captain handles all navigation and sailing.

Is food or drink provided on board?

Bottled water and soft drinks are included; guests may also bring their own food and beverages.

What time does the sail typically start?

The sail departs daily, with start times adjusted to coincide with the local sunset and tides.

Is the trip weather-dependent?

Yes, sailing is subject to weather conditions to ensure safety; trips may be rescheduled in adverse weather.

Where does the sail depart from?

Departures are from 5 Sombrero Boulevard in Marathon, Florida.

Private Sunset Sail in Marathon: Experience Florida Keys’ Best Views Aboard a Luxury Bavaria Sloop

Set sail on the tranquil waters of the Florida Keys with the Private Sunset Sail, an uplifting three-hour escape aboard the impressive 50-foot Bavaria sloop Chao Lay. Based in Marathon, Florida, this experience offers an intimate charter for up to six guests, blending luxury, comfort, and the vibrant natural charm of Boot Key Harbor and beyond. If you’re looking to unwind while soaking in some of the best marine views the Florida Keys have to offer, this is the perfect outing.

Marathon sits roughly midway along the Florida Keys archipelago, a string of coral islands renowned for their crystal-clear waters, vibrant coral reefs, and historic maritime landmarks. The Private Sunset Sail stands out here by providing a personalized and peaceful setting on the water, far from the busy shorelines and crowded tours common in the region. The Chao Lay yacht is meticulously maintained to combine classic sailing elegance with modern comfort, making the experience both accessible and luxurious.

Your journey begins with a welcome aboard from Captain Mike, who brings rich local knowledge and careful navigation skills. Departing from the heart of Marathon at 5 Sombrero Boulevard, you glide quietly through Boot Key Harbor, home to one of the largest mooring fields in the Keys. This harbor is a panoramic showcase of varied boats and maritime life, giving a glimpse into local boating culture.

As the sail progresses, you cruise toward Sombrero Reef and the historic Sombrero Lighthouse, built in the late 1800s and standing sentinel over the vibrant coral reef below. This lighthouse is a defining feature of Marathon’s coastline and provides a stunning backdrop for photos as the sun begins its descent.

The highlight comes as the yacht positions itself under the vast open sky just off the reef, where the horizon bursts into rich hues of flaming orange, pink, and purple. With a chilled drink in hand, you’ll find no better spot to watch the sun slip below the Gulf of Mexico. The crew ensures the environment remains serene and inviting, fully supporting guests’ comfort and enjoyment.

Unique to this trip is the exclusive nature of the charter—you won’t share it with strangers, allowing for a private, relaxed vibe perfect for couples, families, or close friends. Lifesaving equipment, bottled water, and soft drinks are included. Bring your camera, sunscreen, and perhaps a light snack or your favorite beverage to make the most of this memorable outing.

Perfect for all ages and skill levels, this sunset sail fuses natural beauty, leisure, and top-tier service to create an unforgettable evening on the water. Whether you’re a returning Keys visitor or discovering Marathon for the first time, this private sail offers a refreshing vantage point on one of Florida’s most celebrated coastal destinations.