For all ages! • 3 Hours • Embark on a Seafaring Adventure!
Set sail from Marathon, Florida, on a peaceful 3-hour Day Sail through Boot Key Harbor and past the iconic Sombrero Lighthouse. Experience an exclusive, small-group voyage that captures the best of Florida Keys’ coastal beauty.
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Difficulty
easy
Duration
3 hours
Fitness Level
Suitable for all fitness levels, including children and seniors comfortable with sitting and light walking.
Wildlife
History
Sombrero Lighthouse was built in 1907 and is one of the few remaining original Keys lighthouses still standing.
Conservation
The Florida Keys prioritize marine conservation with protected areas like Sombrero Reef National Marine Sanctuary to preserve coral reefs and aquatic wildlife.
Marathon Sailboat Rides
For all ages! • 3 Hours • Embark on a Seafaring Adventure!
Marathon Sailboat Rides offers guided small-group and private sailing experiences in the Florida Keys. Operating from a base in Miami, Florida, the company runs three-hour sails aboard the 50-foot Bavaria sloop S/V Chao Lay, carrying up to six guests on public trips and up to five guests on private charters. Trips depart from Yacht Haven Marina in Marathon, Florida, and navigate picturesque Boot Key Harbor with close views of the iconic Sombrero Lighthouse.
Available experiences include the Private Sunset Sail, a three-hour exclusive cruise for up to five guests that emphasizes sunset views near Sombrero Lighthouse; the Day Sail, an intimate three-hour shared voyage limited to six guests with a friendly crew guiding the route; and the Private Sail, a private three-hour charter for up to five guests focused on marine life and coastal scenery. Each trip highlights quiet sailing, coastal photography opportunities, and hands-on time aboard a comfortable, well-maintained sloop.
Marathon Sailboat Rides emphasizes safety and a personalized sailing experience. The crew provides local knowledge of the Florida Keys, navigational expertise in Boot Key Harbor, and attentive service suited to families, couples, and small groups. The 50-foot Bavaria sloop offers stable sailing and covered deck space for comfort.
Bookings are ideal for visitors seeking a relaxed, private way to experience Marathon and the surrounding Keys. The business's clear guest limits and specific vessel details make it easy for customers to choose the right sailing option. Reservations are available year-round subject to local weather and daylight conditions and capacity limits.
Business Location
Miami, Florida
Official business location listed
Vessel
50-foot Bavaria (S/V Chao Lay)
50-foot Bavaria sloop
Guest Capacity
5–6 guests
Small groups for private trips
Departure
Yacht Haven Marina, Marathon
Day Sails depart from Marathon marina
Secure a Private Sunset Sail, Day Sail, or Private Sail aboard the S/V Chao Lay — small groups and defined guest limits.
Bring Sunscreen
Protect your skin from intense Florida sun; apply before boarding and reapply during the trip.
Wear Comfortable Shoes
Non-slip shoes help maintain balance on deck and ensure safety aboard the sailboat.
Pack a Camera
Capture sweeping views of Boot Key Harbor and the Sombrero Lighthouse, especially during golden hour.
Check Weather Conditions
Set sail only in good weather; trips may be canceled during storms or high winds for safety reasons.
Sunscreen
Essential for sun protection during the open-air sail.
summer
Hat or Cap
Provides shade and reduces sun exposure on your face.
summer
Lightweight Jacket
Useful for cooler mornings or breezy afternoons on the water.
spring
Binoculars
Enhances views of distant islands, wildlife, and the lighthouse.