Two Anchors FL 

 Baillies Bluff Road 1029, Holiday, FL 34691, United States

Two Anchors FL 

Holiday, FL, United States
21 feet
6

You may qualify for a Loyalty discount with Two Anchors FL. To check if the Loyalty discount is available for your selected dates, please sign in.

Welcome aboard Two Anchors FL, where your day on the water is private, relaxed, and built around what you want to do.

Captain Kasey offers private charters along Florida’s beautiful Gulf Coast, departing from the Tarpon Springs area. Whether you want to spend the day at a secluded sandbar, search for dolphins, snorkel, collect shells, explore local islands, stop for waterfront dining, or catch an unforgettable Gulf Coast sunset, your trip can be customized for your group.

Unlike crowded tour boats, the entire boat is reserved just for you and your party. Sit back and enjoy the ride while your licensed captain handles the boat and helps you make the most of your time on the water.

Your charter includes:

* Private boat and licensed captain
* Fuel included
* Cooler stocked with ice and bottled water
* Free private parking
* Easy marina pickup
* Sandbar and island-hopping options
* Dolphin and wildlife viewing
* Snorkeling and shelling opportunities
* Waterfront restaurant stops upon request

Trips are family-friendly and great for couples, families, birthdays, celebrations, visitors, or locals who simply want a day on the Gulf without the hassle of renting and operating a boat themselves.

No crowded tour. No complicated planning. Just your group, your captain, and a day on the water.

Book your private Two Anchors FL charter and experience the Gulf Coast like a local

Welcome aboard Two Anchors FL, where your day on the water is private, relaxed, and built around what you want to do.

Captain Kasey offers private charters along Florida’s beautiful Gulf Coast, departing from the Tarpon Springs area. Whether you want to spend the day at a secluded sandbar, search for dolphins, snorkel, collect shells, explore local islands, stop for waterfront dining, or catch an unforgettable Gulf Coast sunset, your trip can be customized for your group.

Unlike crowded tour boats, the entire boat is reserved just for you and your party. Sit back and enjoy the ride while your licensed captain handles the boat and helps you make the most of your time on the water.

Your charter includes:

* Private boat and licensed captain
* Fuel included
* Cooler stocked with ice and bottled water
* Free private parking
* Easy marina pickup
* Sandbar and island-hopping options
* Dolphin and wildlife viewing
* Snorkeling and shelling opportunities
* Waterfront restaurant stops upon request

Trips are family-friendly and great for couples, families, birthdays, celebrations, visitors, or locals who simply want a day on the Gulf without the hassle of renting and operating a boat themselves.

No crowded tour. No complicated planning. Just your group, your captain, and a day on the water.

Book your private Two Anchors FL charter and experience the Gulf Coast like a local

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Customer reviews

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Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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4 Hour – Island & Sandbar Escape
FREE Cancellation 3 days notice
4 hour trip multiple starting times (9:00 AM, 10:00 AM, 2:30 PM)
Seasonal trip
(Fri, Sat, Sun)
+1
US $450
Private tour: up to 6 people
6hr Mid-day Trip
FREE Cancellation 3 days notice
6 hour trip multiple starting times (10:00 AM, 11:00 AM)
Seasonal trip
(Fri, Sat, Sun)
+5
US $650
Private tour: up to 6 people
8 Hour – Premium Custom
FREE Cancellation 3 days notice
8 hour trip multiple starting times (9:00 AM, 10:00 AM)
Seasonal trip
(Fri, Sat, Sun)
+5
US $795
Private tour: up to 6 people

Customer reviews

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FAQs about Two Anchors FL

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What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Hurricane
Boat Model
21CC
Year built
2016
Boat length
21 ft
Capacity
6 persons
Engine model
Yamaha
Max crusing speed
40 knots
Powered by
1 x 150HP
Engine Type
Outboard
Fuel Type
Gas
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Hurricane
Boat Model
21CC
Year built
2016
Boat length
21 ft
Capacity
6 persons
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