Sail into the sunset on a serene two-hour cruise around Key West, Florida. Enjoy music, floaties, and your favorite treats as the horizon colors change — an unforgettable evening awaits.
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; no strenuous activity required
Wildlife
History
Key West has a rich maritime history, once serving as a hub for shipping and fishing in the Caribbean.
Conservation
Casual Monday Charters operates with eco-friendly practices to protect the delicate marine ecosystem around Key West.
Casual Monday Charters
Sail into the sunset on a serene two-hour cruise around Key West, Florida. Enjoy music, floaties, and your favorite treats as the horizon colors change — an unforgettable evening awaits.
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.
Tours Offered
6 Trips
Sandbar, snorkel, and sunset options
Trip Lengths
2–6 Hours
Flexible durations for groups
Boat Sizes
25' & 30' Boats
Center consoles for all trips
Licensed Captain
USCG Licensed
Safety-focused local captain
Reserve a sandbar, snorkel, or sunset cruise aboard Casual Monday Charters — select trip lengths and boats to match group size and activity preferences.
Bring Sunscreen
The Florida sun can be intense even late in the afternoon, so apply sunscreen before boarding.
Wear Comfortable Shoes
Non-slip shoes or sandals are best for boarding and moving around the boat safely.
Pack Light Snacks and Drinks
Bring your favorite refreshments to enjoy during the cruise, as onboard provisions are limited.
Arrive Early
Plan to arrive 15 minutes before departure to ensure smooth boarding and orientation.
Sunglasses
Protect your eyes from the bright sun reflecting off the water.
summer
Light Jacket
Helpful for cool breezes once the sun starts to set.
fall
Non-Slip Shoes
Provides safety while boarding and moving around the boat.
Reusable Water Bottle
Stay hydrated throughout the cruise with your own water supply.