+1 305 988 1179 CasualMondayCharters@gmail.com
keywest boat trips near me

Casual Monday Charters

Come Enjoy our smooth riding ocean going 25 ft Hydrasports center console upgraded with twin 200 EFI engines.

About Casual Monday Charters

Our Charters

sand bar tours key west fl

Sand Bar

Crystal Clear Water and Sandy Beaches More Info

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Explore the Patch Reefs or get Offshore More Info

key west reef snorkel day trip

Eco Tour

See what nature has in store More Info

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Sunset Cruise

There is nothing quite like a Key West Sunset on the water More Info

25' Hydrasports Center Console

our boat

Our Recently refit Hydrasports 2500 CC is powered by twin Suzuki 200hp engines.   Its deep V hull provides a comfortable ride no matter the conditions.  The boat is equipped with Bluetooth JL Stereo, Cooler, T-Top, Swim Ladder, Bean Bags, Dry Storage, Garmin GPS / Radar / Depth, USCG Safety Equipment, & Giant Floating Mat.

Our News

Bad weather in Key West

Captain Zak’s Tips: Top 10 Things to Do in Key West on a Rainy Day

Key West has a dirty little secret that the tourism board and…

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Key West Lobster Pizza

Who Has the Best Pizza in Key West?

Pizza, is there a more controversial topic? Keep it down, all you…

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Guide to Key West Weather: A Year-Round Tropical Paradise

Many parts of the country are familiar with the seasons you learned…

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6 Hour Full Day Charter


+ Tax & Booking

4 hour half day charter


+ Tax & Booking

Sunset Cruise


+ Tax & Booking

our Testimonials


Steph BSteph B
12:30 20 Jun 23
Captain Zak was super knowledgeable on the history and ecology about the area and was fun to hang out with. We're so grateful we chose to spend our day with him, it was the absolute highlight of our trip, he knew the best sandbars to go to and the right times to go. We can't wait for our next vacation to the keys specifically so we can bring our friends and have another day on the water with him!
Jami PuertaJami Puerta
16:24 23 May 23
We had an amazing trip. Zak took us snorkeling and to a sandbar where we found HUGE conch shells…he made sure to take time to find us lots of dolphins too! We couldnt have asked for a better day or captain thanks Zac!
Melody SmithMelody Smith
16:46 17 May 23
Zak was Awesome!!! We saw sharks and most were 6 ft. or larger. We saw several dolphins and he cruised along with them as they were eating. He took us to 2 different sand bars where we drank and enjoyed the day. He was very knowledgeable about the area and the marine life. This was our second trip with Zak and we will definitely be back again. I recommend you book a trip with him it is well worth it!
Charming GarlandsCharming Garlands
19:09 30 Aug 22
Zak did not disappoint! His boat was well kept and perfect for our small group of 6. He was very responsive from the start of our booking and went above and beyond to make sure we had a great afternoon out on the water. Zak was extremely easy going, friendly and just an overall pleasure to be around. Thank you for making our experience such a memorable one! We'll definitely be booking again next time we visit Key West!
Heidi BristowHeidi Bristow
00:52 19 Aug 22
Today could not have been any better!!! Our long awaited Keys trip has been great but our charter today with Zak has been the highlight!! A day we will never forget…dolphins, snorkeling, Snipes Point swing, sandbar exploring along with the best boat ride ever!! Zak is super personable and asks you what do YOU want to do, it’s not a pre planned Itinerary. He is extremely knowledgeable of the area and shares that with you so you learn a little Key West history. His charter is totally private and meant to please!! We did not want it to end. HIGHLY recommend him for your Keys water adventure.
Matt DowdMatt Dowd
16:01 21 Jul 22
Zak is awesome! Laid back and catered to what we wanted to do. Not a cookie cutter trip. Zak will listen to what you have in mind and personally cater to what you want to do. Easily hit it off with Zak, great dude, great trip. If you want the best experience for a private sandbar tour, go with Zak! Perfect day on the water!
Celeste HickokCeleste Hickok
13:36 19 Jul 22
This was our 3rd Sandbar trip in the last couple of years and by far the best! I highly recommend Captain Zak. He's extremely knowledgeable and was completely open to whatever we wanted to do. He took us to 2 amazing sandbar spots and also took us for a ride through beautiful areas that only an experienced Captain in Key West would know. His boat was very comfortable and the perfect size for this trip, which is critical for an enjoyable ride. I highly recommend!
Rikki GildertRikki Gildert
13:56 14 Jul 22
Casual Monday made our experience easy as could be. Our first time here & first time in a boat in the ocean. Zack was amazing!! Great knowledge and easy chill vibe. Great music and just the perfect “blue lagoon” movie type experience - can’t say enough about how perfect this was
wes tyndallwes tyndall
01:01 21 Jun 22
We had a awesome experience with Captin Zak.! He is very knowledgeable of the area's history and very personable. We got to enjoy the day visiting a large sand bar and then did some snorkeling. We were even able to catch a pod of dolphins on the way back.. I would highly recommend using Casual Mondays charters if you visit the Florida keys. We will be back .!!
Adam HegwerAdam Hegwer
03:42 10 Jun 22
We had such a blast on our charter. My wife, 5 year old son, and 11 year old nephew went out to the sand bar. Zach was super personable, fun to talk to and had a tremendous amount of knowledge about the area. It was so much better than your generic tourist trip, we didn’t at all feel like tourists on this trip which was a huge plus for us. We will definitely book another trip our next time in town. 10 out of 10 would recommend booking!!!
Silvia MisinaSilvia Misina
19:19 22 Apr 22
The best day possible thanks to Zach! Two adults and four kids having an amazing time in Keys on the boat! We booked full six hours!Zach was very responsive from the first info call to the day of the trip; checking about the weather; what we wanted to experience and see. We saw dolphins, we snorkeled, we hanged out on an empty beach and sandbars and we saw some hidden jams of Keys. Zach was easy going, responsible and had a good sense of when to engage us and when to let us be a family.Would definitely recommend him to my friends and would do a day tour with him again!Silvia & Ty
w aw a
15:22 20 Apr 22
Captain Zak made for an amazing day out on the water. There was some clouds I was worried about, he re-routed around the storms and got us to sunny skies and warm water. Very familiar with the area, and easy going. Let us play our own music, and plan stopped as we wished. Took us to an absolutely beautiful sunset to end the night.Highly recommended, I called him direct and got a great deal!
Matthew OldenkampMatthew Oldenkamp
02:35 07 Apr 22
We had an amazing experience with Casual Monday Charters! Zak was fun & personable. He was very knowledgable of Key West & its surrounding islands as well as the history. He showed us hidden gems and we got to see some wildlife including dolphins, sting rays & barracudas. The water & beach he took us to were beautiful & he navigated the water ways like a pro. We packed a few drinks and he had a cooler w/ ice to store our drinks in. He had great music & was easy to talk to. Myself & my friends really enjoyed our time & would do this excursion again next time we come out to Key West. We highly recommend Zak & Casual Monday Charters to add a unique experience to your trip in the Keys!
Jonah MuzykaJonah Muzyka
18:28 21 Mar 22
Had a fantastic time with Captain Zak. We booked three tours with him and he was able to show us new and exciting spots every time including multiple snorkeling spots, secluded private beaches, shipwrecks and we even spotted multiple dolphin pods. Zak's boat is perfect for getting around the Keys quickly and is fully stocked with all the recreation gear you'll need. Zak was always friendly, professional and knowledgable about all the best spots around Key West to visit by boat.
00:16 16 Mar 22
Amazing charter! Knowledgeable captain and a wonderful experience exploring the keys! Would recommend to anyone who wants a fun day on the water! Captain Zach also gives great recommendations for happy hour!
Tina NielsenTina Nielsen
23:09 21 Feb 22
What a fantastic charter we had with Captain Zak! We had an all-girls excursion to The Sandbar while the guys went deep sea fishing. What a fantastic beautiful day!
00:57 19 Feb 22
OUTSTANDING! We had such a great day with Casual Monday Charters.. Zack, our Captain was the BEST.. He was super friendly, accommodating and he knew the waters so well. He made sure we had a great day!I would definitely highly recommend this charter!
Sheri BedwellSheri Bedwell
03:00 11 Jan 22
We had a great time on our excursion with Zak. He took us to the sandbar with the swing and took group pictures for us. He was fun, personable and even gave us some history on Key West. If you are looking for a fantastic time book your charter with Casual Monday Charters.
Ashlee FrostAshlee Frost
11:57 03 Jan 22
WOW! WOW! WOW! Zak Smith is the BEST Captain. He can take you to all the BEST spots in Key West. We were able to hang out in knee deep water while enjoying sand bars + crystal clear water. Zak's boat is gorgeous and has dual engines. Smooth ride all the way!
Katie MuzykaKatie Muzyka
19:45 30 Dec 21
Zak was an amazing captain and we all had an incredible time!!! He brought us to two great spots and we had a nice sunset cruise back to the dock! There was plenty of time in the water and we saw so much great sea life. The boat was super clean and well-maintained. He was really knowledgeable about the area and made the whole trip really fun!
Rebecca SeebaRebecca Seeba
19:50 15 Dec 21
This charter was great! Zak was so knowledgeable about the area and took us to all of the best spots. He provided a cooler with ice for us and made sure we had everything we needed. He was awesome company and made sure my friends and I had a great time! Would definitely recommend!
Jessica GriffinJessica Griffin
21:58 13 Dec 21
My friends and I had the best time going out on Zak’s boat! He took us to the sand bars, we went searching for dolphins, he told us about the history of the different islands we saw, and we ended the trip watching a beautiful sunset! He was also willing to take us to the cool snorkeling spots, so he is pretty much up for anything! 11/10 experience!
Tammy CowenTammy Cowen
03:03 10 Dec 21
We had a great day on the water today with Captain Zak! We went to some incredible sand bars, saw lots of Dolphin and the most beautiful sunset! We will definitely book with him again when we are in the Keys!
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