2 hours · Private · Up to 6
Sunset Cruise
Two hours into the sunset on the Belzona.
| Whole boat | $600 |
|---|
Editorial spotlight · Hilton Key West Resort & Marina, 5950 Peninsular Ave, Stock Island
2026 Conch Shell Awards nomineeBest Eco/Wildlife Tour
Casual Monday
A captain who lived on a sailboat before he ran charters, a 32-foot Belzona named Still Dreamin', and private days for six built around sandbars, snorkeling, wildlife and the sunset. From the Hilton marina on Stock Island.
- Sunset cruise
- $600
- Half-day sandbar
- $1,200
- Tripadvisor
- 5.0
- Guests
- Up to 6
Editorial spotlight. Casual Monday Charters is a nominee in the 2026 Conch Shell Awards. They did not pay for this page and had no say in it. We earn a commission when you book through the links here; your price is the same.
The company
From a sailboat named Raven to a Belzona named Still Dreamin'
Capt. Zak cruised Florida for years on his sailboat Raven, explored the Everglades and the Lower Keys, and settled in Key West to start Casual Monday. The boat is Still Dreamin', a 32-foot Belzona luxury center console, with an Intrepid 262 as the second boat. Captains Nate Martin and TJ run trips alongside him.
Everything is private, six guests on the captained trips, and the itinerary is the group's: reef snorkeling, sandbar time, wildlife in the backcountry, or the sunset. The boat also books as a bareboat for up to twelve with your own licensed operator.
“Still Dreamin'.”
Founder and captain
Capt. Zak
Captain
Capt. Nate Martin
Captain
Capt. TJ
Each name links to the Casual Monday About page.
The one to book
Half day at the sandbar on Still Dreamin'
Four hours on the 32-foot Belzona for up to six: out to the sandbar the captain picks for the day's wind, with a snorkel stop if you want one on the snorkel version. The full day runs the same idea over more hours and more stops.
Sunset is two hours for $600. Bring your own food and drinks.
| Half-day sandbar or sandbar and snorkel | $1,200 |
|---|---|
| Full-day sandbar or sandbar and snorkel | $1,500 |
| Sunset cruise, 2 hours | $600 |
Whole boat, up to six. Checked against FareHarbor on September 30, 2026.
Check AvailabilityThe boats
Still Dreamin' and the Intrepid
The Belzona is the boat on the listings. The Intrepid is the second boat for bigger parties by phone.
Still Dreamin'
- Make
- Belzona 325cc
- Length
- 32 ft
- Guests
- 6 captained; up to 12 bareboat
- Berth
- Hilton Key West Resort & Marina, 5950 Peninsular Ave
Intrepid
- Make
- Intrepid 262
- Length
- 26 ft
- Use
- Second boat, by phone
Book it
Charters
Every captained trip is private, up to six, priced for the whole boat. Checked against FareHarbor on September 30, 2026.
4 hours · Private · Up to 6
Half Day Sandbar
The sandbar half day.
| Whole boat | $1,200 |
|---|
4 hours · Private · Up to 6
Half Day Sandbar & Snorkel
Sandbar plus a snorkel stop.
| Whole boat | $1,200 |
|---|
6 hours · Private · Up to 6
Full Day Sandbar
More sandbars, more time.
| Whole boat | $1,500 |
|---|
6 hours · Private · Up to 6
Full Day Sandbar & Snorkel
The full day with the reef in it.
| Whole boat | $1,500 |
|---|
4 to 8 hours · Up to 12 · Your licensed operator
Bareboat Charter
Still Dreamin' without a captain, for up to twelve.
| 4 hours | $1,200 |
|---|---|
| 6 hours | $1,700 |
| 8 hours | $2,000 |
| Sunset, 2 hours | $750 |
The Powerboat Races VIP charter (November, up to 12) is $1,200 for four hours or $2,000 for eight. Second boat and larger groups: (305) 988-1179.
Before you go
Know before you go
Where to board
Hilton Key West Resort & Marina, 5950 Peninsular Avenue, Stock Island. Your confirmation has the dock and time.
Bring
Your own food and drinks.
Group size
Six on captained trips. The bareboat option takes up to twelve with your own licensed operator.
Two listings
Tripadvisor has two Casual Monday pages; the one with 39 reviews is the current listing.
Reviews
What guests say
- 5.0TripadvisorRating as of September 30, 2026
- #107of 397Boat tours and water sports in Key West, Tripadvisor
- 32 ftBelzonaStill Dreamin'
Reviewers write about captains who know where the wildlife is, sandbar days that stay flexible, and a boat that is newer and nicer than they expected for a six-person charter.
Questions
Good to know
How many people can go?
Six on captained trips. Up to twelve on the bareboat charter with your own licensed operator.
Where does it leave from?
The Hilton Key West Resort & Marina at 5950 Peninsular Avenue on Stock Island.
What does it cost?
Sunset $600, half-day sandbar or sandbar-and-snorkel $1,200, full day $1,500, all for the whole boat. Checked September 30, 2026.
Is food included?
No. Bring your own food and drinks.
Who is the captain?
Capt. Zak, the founder, or Captains Nate Martin and TJ.
Book Still Dreamin'
Private sandbar, snorkel and sunset charters from the Hilton marina on Stock Island.
Check Availability