Take the helm of Still Dreamin’ and explore Key West’s living coral reef, sandbars, and hidden snorkel gardens on a luxury bareboat charter for up to 12 guests. Customizable, fast, and surf-ready—this is private boating with a local edge.
Take the helm of Still Dreamin’ and explore Key West’s living coral reef, sandbars, and hidden snorkel gardens on a luxury bareboat charter for up to 12 guests. Customizable, fast, and surf-ready—this is private boating with a local edge.
Book with Casual Monday Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Casual Monday Charters · Key West, Florida
moderate.
2–8 hours.
Light-to-moderate activity: you should be comfortable climbing ladders, moving on a moving deck, and swimming short distances.
This listing is a bareboat charter; the rental puts you in control of Still Dreamin’. If you need a captain, ask the operator when booking—additional options may be available.
The meeting point is Oceans Edge Resort and Marina, 5950 Peninsular Ave, Key West, FL 33040, USA.
Group size is capped at 12 people maximum for this charter.
Yes. The operator enforces a "No Spray Sunscreen, No Glass" rule to protect the reef and reduce debris.
Basic boat handling and navigation skills are recommended if you plan to captain. Beginners should consider hiring a licensed captain or bringing someone with experience.
Expect sea turtles, rays, tropical fish, and shorebirds; sightings depend on season and where you choose to cruise or snorkel.
Key West’s maritime history includes a 19th-century wrecking and sponging economy that shaped local navigation and harbor culture.
Operators follow reef-protection rules—use reef-safe products, avoid anchoring on coral, and respect marked marine protected areas to limit impact.
Casual Monday Charters is a Key West, Florida–based boat charter company offering private and small-group trips to sandbars, snorkeling sites, and sunset cruises. Operating a 25' center console named "Casual Monday" and a 30' Cobia 296 center console called Who Dat, the company provides a variety of trip lengths, including two-hour sunset cruises, four-hour sandbar and snorkel trips, and six-hour sandbar and snorkel adventures. Each charter includes onboard conveniences tailored to the trip: most excursions provide a cooler, floaties, and a Bluetooth stereo; six-hour trips include bottled water; designated snorkel trips supply snorkeling gear. Guests are invited to bring personal snacks and beverages when allowed by the trip description. A U.S. Coast Guard (USCG) licensed captain pilots every outing, contributing local navigation knowledge and safety-focused operation through Key West waters. Activities commonly featured on Casual Monday Charters include snorkeling over reefs, relaxing on shallow sandbars, light fishing from center consoles, and cruising to scenic sunset vantage points such as Man-O-War Harbor. The Who Dat's twin Yamaha engines provide power and stability for longer runs, while the Casual Monday center console offers nimble access to shallower sandbars and nearshore snorkeling locations. Casual Monday Charters structures trips to accommodate families, small groups, and visitors seeking flexible durations and activity-focused outings. Operating from Key West, the business focuses on clear trip descriptions, onboard amenities matched to each excursion, and adherence to marine safety standards, making it a practical option for travelers seeking sandbar, snorkel, or sunset experiences in the Florida Keys.
Book with Casual Monday Charters