Casual Monday Charters

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Casual Monday Charters Casual Monday Charters in Key West, Florida specializes in Sandbar Hopping, Snorkeling, and Sunset Charters year round.

If its your first time on the water or you're a seasoned boater we are here to ensure your comfort and safety on the water.

Eight hours is a long time without a bathroom.Race day is an all-day event, and the boat you choose makes a big differen...
10/07/2026

Eight hours is a long time without a bathroom.

Race day is an all-day event, and the boat you choose makes a big difference. Still Dreamin’ gives your group the comfort to enjoy the 2026 Key West World Championships from the first race to the last:

• Plush yacht-style seating
• SureShade power shade
• Spacious full bathroom
• Large cooler with ice
• Premium JL Audio system
• A private charter for up to 12 guests

No shared charter and no fighting for a place to sit. The entire boat is reserved for your group.

We still have Friday, November 6, and Championship Sunday, November 8, available.

Book your private race-day charter:
https://casualmondaycharters.com/key-west-offshore-powerboat-races/

09/27/2026

3 months ago we were paying $8 per gallon for diesel in the Bahamas. Where do
You think we’re at now?

Grandstands are fine—but this may be the best seat in Key West.Watch the 2026 Race World Offshore Key West World Champio...
09/23/2026

Grandstands are fine—but this may be the best seat in Key West.

Watch the 2026 Race World Offshore Key West World Championships from the water aboard Still Dreamin’. You’ll get excellent views of the course without fighting the shoreline crowds, plus a private boat reserved entirely for your group.

Settle in with plush yacht-style seating, a SureShade power shade, a spacious full bathroom and plenty of room for food and drinks. It is a much more comfortable way to spend an entire day at the races.

We have two race-day charters remaining:

🏁 Friday, November 6
🏁 Championship Sunday, November 8

Book one of our final two 2026 race-day charters:

https://casualmondaycharters.com/key-west-offshore-powerboat-races/

Your race-day setup should be comfortable.We have just two private race-day charters remaining aboard Still Dreamin’ for...
09/18/2026

Your race-day setup should be comfortable.

We have just two private race-day charters remaining aboard Still Dreamin’ for the 2026 Race World Offshore Key West World Championships:

🏁 Friday, November 6
🏁 Sunday, November 8

Watch the action from the water with excellent views of the course, plush yacht-style seating, a SureShade power shade and a spacious full bathroom onboard.

These are our final two race-day openings, and they will not stay available for long.

Book your private Key West Powerboat Race Charter:
https://casualmondaycharters.com/key-west-offshore-powerboat-races/

09/10/2026

At Snipes Point, timing the tide can turn a great sandbar day into one you’ll be talking about long after vacation.

Want to experience it for yourself? Send us a message to book a private Key West Sandbar Charter aboard Still Dreamin’.

Low tide at Woman Key is tough to beat.As the tide drops, the offshore sandbar begins to appear beneath the clear, shall...
09/09/2026

Low tide at Woman Key is tough to beat.

As the tide drops, the offshore sandbar begins to appear beneath the clear, shallow water—giving you the perfect place to step off the boat, cool down and enjoy a quieter side of Key West.

Because every day on the water is different, we choose our destination based on the wind, tide and conditions. When everything lines up for Woman Key, it makes for an incredible private Key West Sandbar Charter.

Want to see it for yourself? Send us a message to book your day aboard Still Dreamin’.

Woman Key is one of those places that reminds you why you booked a private Key West Sandbar Charter.Located in the backc...
08/28/2026

Woman Key is one of those places that reminds you why you booked a private Key West Sandbar Charter.

Located in the backcountry west of Key West, it offers clear water, a beautiful offshore sandbar and plenty of room to swim, float and relax. It’s especially good when the north wind gives us the right conditions—and on Still Dreamin’, you’ll enjoy the ride with real seating, plenty of shade, a full bathroom and easy water-level access.

Every trip is planned around the wind, tide and water conditions, but when Woman Key is the right call, it’s hard to beat.

Ready to plan your private Key West sandbar charter? Send us a message

08/27/2026

The tide drops, the water clears and your own little stretch of sand begins to appear. Before long, you’re walking, playing games and relaxing where there was water when you arrived.

This is why we pay attention to the tides. Low tide at Snipes Point is hard to beat.

Ready to plan your private Key West Sandbar Charter? Send us a message to book your day

The best snorkeling in Key West isn’t waiting just offshore—it’s several miles out, where the coral reef creates a livin...
08/27/2026

The best snorkeling in Key West isn’t waiting just offshore—it’s several miles out, where the coral reef creates a living aquarium filled with angelfish, parrotfish, sea turtles, spotted eagle rays and plenty of other surprises.

A private snorkeling charter means no crowded boat and no sharing the experience with strangers. Just your group, your captain and the freedom to explore the clearest, calmest water conditions available that day.

Ready to experience Coral Reef Snorkeling in Key West? Read the guide, then contact Captain Zak to plan your private charter:

https://f.mtr.cool/x8t3bmcnvh 🌊🤿

The Keys are synonymous with snorkeling. They are, after all, home to one of America’s only coral reef ecosystems. This magical island paradise at the end of the road is the place to go to see fascinating fish, majestic sharks, gorgeous rays, and more.

08/25/2026

Sandbar charters are a breeze aboard Still Dreamin’. Dual sliding side doors and water-level access make getting on and off the boat easy—so you can spend less time climbing and more time enjoying the water.

Ready to upgrade your Key West sandbar day? Book your private charter with Casual Monday Charters.

Address

5950 Peninsular Avenue
Key West, FL
33040

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