THE KEY WEST EDIT · PRIVATE DAYS ON THE WATER

Summer dates now open
KEY WEST, FL25° 45′ N

Key West,
beyond the
postcards.

Trade the tour boat for a private day shaped by someone who knows which sandbar is quiet, where the water is clearest and when to arrive.

Private half-daysfrom $595up to 6 guests
Boat cruising on blue water in Key West
01

Leave the harbor.
Lose the schedule.

Mangrove shoreline and calm water
LOCAL NOTE

Ask about the tide, not just the weather.

12years exploring
the Lower Keys
100%private trips
never mixed groups
4.9average rating
from 180+ guests
6guests maximum
plenty of room

A better boat day starts with knowing where not to go.

The Keys reward a little local knowledge. The right place changes with the wind, tide and what kind of day you want.

We do not follow a laminated route. Tell us whether you want quiet water, a long swim, somewhere memorable for lunch or all three. We will read the day and make it yours.

Tell us your kind of day
THE LOCAL EDIT

Three ways to
do Key West well.

03
STARTING POINTS, NOT PACKAGES

Each one can stretch, slow down or change course with you.

Sailboat on open blue water in the Florida Keys01

The sandbar, before everybody else.

Clear knee-deep water, a cooler within reach and no rush to be anywhere. We leave early enough to find the quiet version.

Build this day
A quiet mangrove island in the Florida Keys02

Mangroves, dolphins and the backcountry.

Follow the shallow channels into the quieter Keys, where the water settles and the wildlife gets a little closer.

Build this day
Sailboat silhouetted against a Key West sunset03

A sunset with room around it.

Swim while the light softens, pour something cold, then take the long way home under a very good sky.

Build this day
A DAY, LOOSELY PLANNED

Enough of a plan.
Plenty of freedom.

“The best itinerary is the one that can change when the water looks better somewhere else.”
9:00
CAST OFF

Coffee, coolers, no crowds.

Meet at the marina, settle in and point the bow toward the best conditions.

10:15
FIRST STOP

Water worth stopping for.

Snorkel, float or do absolutely nothing. The pace is yours from here.

12:30
LUNCH, MAYBE

Dockside, packed or skipped.

We know the tables worth booking—and the days when staying aboard is better.

2:30
ONE MORE SWIM

The long route home.

One last quiet patch of water before the marina comes back into view.

Start with your date
Captain Miles aboard a boat
CAPTAIN MILES · KEY WEST, FL
THE LOCAL BEHIND THE DAY

Your captain.
He reads the water.

A Key West captain with twelve years on these waters and zero interest in delivering the same trip twice.

Miles keeps a close eye on wind, tide and what the other boats are doing—then usually heads the other way. He knows the sheltered spots, the honest lunch tables and how to make first-time boaters feel completely at home.

HIS PICKWoman Key at 10am
HIS ORDERFish sandwich, no fuss
HIS RULENever rush a good swim
Ask Miles about your day
FROM THE CAPTAIN’S CAMERA

A little more life
between the lines.

The water changes by the hour. These are the bits Miles catches between steering, swimming and finding the quieter way around.

SCROLL THE REEL
Captain Miles preparing for a Key West charter
00:18 · CAPTAIN’S LOG

Morning check-in.

Wind light. Water glassy. Go early.

Sunday Tide boat running across clear water
00:12 · ON THE WATER

First run out.

Town behind us in under ten minutes.

A calm mangrove shoreline in the Lower Keys
00:27 · LOCAL NOTE

The quiet side.

Where the mangroves make their own weather.

Blue open water in the Florida Keys
00:09 · SWIM STOP

Found the blue.

No filter. No one else here yet.

A relaxed beachside lunch stop in Key West
00:21 · DOCKSIDE

Lunch, eventually.

One more swim before the fish sandwich.

A sailboat beneath the Key West sunset
00:16 · GOLDEN HOUR

One last horizon.

The long way back was the right call.

YOUR TURN

See it for
yourself.

Private days from $595

Check your date
YOUR BASE FOR THE DAY

Comfortable.
Capable. Unfussy.

A 27-foot center console with shade, a proper swim ladder and enough space for six people to spread out.

The Sunday Tide charter boat on the water
27′ center consoleUp to 6 guests
ALWAYS INCLUDED
  • 01Licensed local captain
  • 02Fuel & bottled water
  • 03Snorkel equipment
  • 04Cooler, ice & dry storage
  • 05Your itinerary, never ours
See available dates
A relaxed beach setting in Key West
★★★★★
“It felt less like a tour and more like a very good friend had shown us their favorite side of Key West.”

JEN & MICHAEL · AUSTIN, TX

4.9from 180+ independently
verified guest reviews

Things worth
knowing.

Clear answers, before you have to ask.

Is the trip completely private?+

Yes. It is only your group and your captain—never a mixed or shared departure.

What happens if the weather turns?+

We monitor conditions closely. If it is not safe or enjoyable, we will reschedule or refund you.

Can we choose where we go?+

Absolutely. Bring ideas or leave it to us. We shape the route around your priorities and the day’s conditions.

Can we bring our own food and drinks?+

Yes. We provide a cooler and ice, and we can also recommend local places that pack an excellent boat lunch.

Are children welcome?+

Very. Let us know their ages so we can have the right safety gear aboard and plan calmer stops.

YOUR KEY WEST DAY STARTS HERE

Tell us when.
We’ll shape the rest.

Send the basics and Miles will come back with availability and a suggested plan. No payment and no commitment yet.

Private half-dayfrom $595
  • Reply from a real local within a few hours
  • Simple $100 deposit once you are happy
  • Free cancellation up to 48 hours before
CHECK AVAILABILITY01 / 01

Nothing is charged. This simply starts the conversation.

Check your date from $595
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