Editorial spotlight · 314 Harbor Boulevard, Destin

2026 Sunshine Awards nominee2026 Sunshine Awards nominee
Best Crab Island Charter

Destin Pontoon Charters

Eleven pontoons with names rather than numbers, each with a captain, running the short hop from Destin harbor to Crab Island. Paddleboards, floats, a lily pad, a cooler with ice and bottled water and a Bluetooth speaker come aboard; the double-deckers come with a slide.

Two-hour private
from $229.99
Non-private, 3 hours
$54.99
Boats
11 named
Guests
6 to 32

Editorial spotlight. Destin Pontoon Charters is a nominee in the 2026 Sunshine 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 operation

Named boats, a captain on each, and a slide

The fleet reads like a jukebox: Osprey, Sweet Caroline, Takin’ It Easy, Chillin’ The Most, Nemo, Happy Hour, Island Time, Dancing Queen, Waterloo, Mongoose and It’s Tricky. Each is booked by name, which means you know what you are getting rather than drawing whatever is left at the dock.

Boats scale from six guests on a two-hour charter to thirty-two with a restroom aboard. Every charter is captained. What comes with it: paddleboards, pool floats, a lily pad, a large cooler with ice and bottled water, and a Bluetooth speaker, with snorkel gear added on the three-hour cruise. Crab Island is a shallow submerged sandbar just inside the East Pass, which is why half of Destin anchors there.

“All inclusive captained pontoon charter — a boat for every party size.”
Destin Pontoon Charters, homepage

The site does not list captains by name; reviewers mention Tanner, Joey and Nick.

Pontoons anchored at Crab Island

The one to book

Private Pontoon with a Slide

A double-decker for up to six, two hours, captained, with a slide off the top deck and the paddleboards and floats already aboard. For a family afternoon at Crab Island this is the whole thing in one booking.

Two hours is $299. The flat pontoons for six start at $229.99; the bigger boats run to $1,700 for four hours and thirty-two guests.

Two hours, up to 6$299
Standard pontoon, 6$229.99
Four hours, 32 guests$1,700

Checked against FareHarbor on October 2, 2026.

Check Availability

The fleet

Eleven boats, six to thirty-two guests

Per the booking listings. Every charter is captained.

Six guests

Boats
Osprey, Sweet Caroline, Takin’ It Easy, Chillin’ The Most, Nemo
Two hours
From $229.99

Sixteen to twenty

Boats
Happy Hour, Island Time, Waterloo, Dancing Queen
Two hours
From $449

Up to thirty-two

Boats
Mongoose, It’s Tricky
Four hours
$1,100 to $1,700

Book it

Charters and cruises

Private charters per boat; non-private per seat. Checked against FareHarbor on October 2, 2026.

Takin’ It Easy

2 hours · Up to 6

Takin’ It Easy

One of the six-guest boats, captained.

Two hours$299
Check Availability
Happy Hour

2 hours · Larger group

Happy Hour

Room for the extended family.

Two hours$449
Check Availability
Dancing Queen

3 hours · Larger group

Dancing Queen

The three-hour version at Crab Island.

Three hours$600
Check Availability
Non-Private 3 Hour Crab Island Tour

3 hours · Per seat

Non-Private 3 Hour Crab Island Tour

A seat rather than a boat, snorkel gear aboard.

Adult$54.99
Check Availability
Private Sunset and Eco Tour

Evening · Up to 6

Private Sunset and Eco Tour

The harbour and the pass at last light.

Up to 6$219.99
Check Availability
It’s Tricky

4 hours · Up to 32

It’s Tricky

The big one, with a restroom aboard.

Four hours$1,700
Check Availability

Before you go

Know before you go

Departure

314 Harbor Blvd, Destin. A van and car shuttle to the boats can be added at booking.

Included

Captain, paddleboards, pool floats, lily pad, large cooler with ice and bottled water, Bluetooth speaker. Snorkel gear on the three-hour cruise.

Crab Island

A shallow submerged sandbar just inside the East Pass, not a true island. Water is waist deep in most of it.

Restrooms

On the larger boats only; check the listing before booking a long trip with children.

Reviews

What guests say

Reviewers name Captains Tanner and Joey, praise the local recommendations and how the crew handled kids; the common note is that Crab Island gets busy at weekends.

Questions

Good to know

Where does it leave from?

314 Harbor Blvd, Destin, with a shuttle available to the boats.

What does it cost?

From $229.99 for a two-hour six-guest charter, or $54.99 a seat on the non-private tour. Checked October 2, 2026.

What is Crab Island?

A shallow submerged sandbar just inside the East Pass, waist deep across most of it.

Is a captain included?

Yes, on every charter.

A boat with a name and a captain

Six-guest charters from $229.99, the thirty-two-guest boat at $1,700.

Check Availability
From $229.99 per boatSee trips