Casey Key Water Taxi Tours 

4.9/5 (5 reviews)
 801 Blackburn Point Road, Osprey, FL 34229, United States

Casey Key Water Taxi Tours 

Osprey, FL, United States
26 feet
6
4.9/5 (5 reviews)

Set sail on Casey Key Water Taxi Tours aboard a beautifully restored 2006 Bennington 26 Pontoon (2025) from Osprey. Perfect for up to six guests, this spacious pontoon is powered by a 150 HP Yamaha outboard, cruising comfortably at 25 knots.

Whether you're looking to snorkel in crystal-clear waters, enjoy a lively booze cruise, explore hidden islands, or simply relax on a scenic pontoon tour, this boat has it all.

Onboard amenities include a bimini for shade, bow sundeck, bathing platform, one head and toilet, audio system with outside speakers, icebox, and WiFi—ensuring your trip is comfortable and fun.

Optional extras like paddleboards, snorkeling gear, drinks, lunch, and snacks allow you to tailor your adventure. Families, pets, and swimmers are all welcome, and alcohol is permitted.

Safety is a top priority, with life jackets, an anchor, a GPS, a chart plotter, a depth finder, sonar, a VHF radio, and wheel steering onboard.

Create unforgettable memories—book your Casey Key adventure today and experience the best of Florida’s waterways!

Set sail on Casey Key Water Taxi Tours aboard a beautifully restored 2006 Bennington 26 Pontoon (2025) from Osprey. Perfect for up to six guests, this spacious pontoon is powered by a 150 HP Yamaha outboard, cruising comfortably at 25 knots.

Whether you're looking to snorkel in crystal-clear waters, enjoy a lively booze cruise, explore hidden islands, or simply relax on a scenic pontoon tour, this boat has it all.

Onboard amenities include a bimini for shade, bow sundeck, bathing platform, one head and toilet, audio system with outside speakers, icebox, and WiFi—ensuring your trip is comfortable and fun.

Optional extras like paddleboards, snorkeling gear, drinks, lunch, and snacks allow you to tailor your adventure. Families, pets, and swimmers are all welcome, and alcohol is permitted.

Safety is a top priority, with life jackets, an anchor, a GPS, a chart plotter, a depth finder, sonar, a VHF radio, and wheel steering onboard.

Create unforgettable memories—book your Casey Key adventure today and experience the best of Florida’s waterways!

Charlie Walcott
Captain
Charlie Walcott
30 years of experience
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
2 Hour – Daily Custom Tours
FREE Cancellation 3 days notice
2 hour trip starts at 10:00 AM
+2
US $290
Private tour: up to 6 people
2 Hour – Daily Custom Tours
FREE Cancellation 3 days notice
2 hour trip starts at 12:00 PM
+2
US $290
Private tour: up to 6 people
2 Hour – Daily Custom Tours
FREE Cancellation 3 days notice
2 hour trip starts at 2:00 PM
+2
US $290
Private tour: up to 6 people
2 Hour – Sunset Dolphin Tour
FREE Cancellation 3 days notice
2 hour trip starts at 6:30 PM
+2
US $380
Private tour: up to 6 people
4 Hour – Turn the Keys Trip
FREE Cancellation 3 days notice
4 hour trip starts at 12:00 PM
+1
US $530
Private tour: up to 6 people

Customer reviews

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Rating

4.9
(5 reviews)
4.8
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (5)

Showing 15 of 5 reviews
Kevin O'Neill
Kevin O'Neill
us
Kansas, US
Member since 2026
5.0
Verified
Captain Charlie - Wildlife Expert
2 Hour – Daily Custom Tours on August 3, 20263 adults2 children

Captain Charlie couldn’t have made the trip any better. He was extremely nice, professional and accommodating. We will definitely use him again in the future for a boating experience. He’s very knowledgeable of the area on wildlife, land and history.

Lisa Benison
Lisa Benison
us
Connecticut, US
Member since 2026
5.0
Verified
Boating with Charlie
2 Hour – Daily Custom Tours on March 25, 20264 adults

Linda Hirt
Linda Hirt
us
Colorado, US
Member since 2026
5.0
Verified
Fabulous intercoastal cruise! ,
2 Hour – Daily Custom Tours on February 21, 20263 adults2 children

Captain Steve was very knowledgeable and interesting about Casey key and Venice. The Dolphins jumping in the Gulf gave us an extra bonus! Perfect weather!

Sandra Duffy
Sandra Duffy
us
Connecticut, US
Member since 2026
4.7
Verified
Time on the water is always a treat
2 Hour – Sunset Dolphin Tour on March 11, 20266 adults

Shared a couple of great hours on the water with five friends and Charlie our captain. Charlie was a great resource for understanding the history of the area we were exploring. It was definitely a highlight of my 2026 week in Florida.

Vicki Marciniak
Vicki Marciniak
us
Wisconsin, US
Member since 2026
5.0
Verified
March boating trip
2 Hour – Daily Custom Tours on March 2, 20263 adults

FAQs about Casey Key Water Taxi Tours

Casey Key Water Taxi Tours offers the following trips to customers:
  • US $290 per group - 2 Hour – Daily Custom Tours (2 hours)
  • US $290 per group - 2 Hour – Daily Custom Tours (2 hours)
  • US $290 per group - 2 Hour – Daily Custom Tours (2 hours)
  • US $380 per group - 2 Hour – Sunset Dolphin Tour (2 hours)
  • US $530 per group - 4 Hour – Turn the Keys Trip (4 hours)
When you book a trip with Casey Key Water Taxi Tours, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Bimini
  • Wheelchair Accessible
  • Shower
  • Bow Sundeck
  • Bathing Platform
  • WiFi
  • Audio System
  • Outside Speakers
  • Ice Box
Trips booked with Casey Key Water Taxi Tours include:
  • Paddleboard
  • Snorkeling Equipment
  • Fishing Equipment
  • Catch cleaning & filleting
  • Snacks
  • Drinks
  • Lunch
Casey Key Water Taxi Tours offers the following activities:
  • Pontoon & Tiki Boat Tours
  • Sunset Dinner Cruises
  • Island Hopping
  • Booze Cruises
  • Paddleboard
  • Snorkeling & Diving Tours
  • Whale & Dolphin Watching
  • Eco-Tours
  • Sandbar Tours

Your operator

Charlie Walcott
Charlie Walcott
Charlie Walcott

Osprey, Florida, United States

5 Customer reviews
Response time within an hour
Member since October 2025

As a preteen my family moved to Montego Bay Jamaica from Florida. There I developed my love for the ocean. As long as I had my school work done I could go fish with the Jamaican commercial fishermen. After moving back to the States as a teenager I fished the charter boats as a mate in Sarasota. Having my own boat I fished the Gulf Waters daily. After getting all my hours logged for my captains license I went to Seaschool the become a USCG Captain. In 1996 I started my own charter business. Knowing the area and having tons of requests from non fihsermen to just 'go cruising' we added the Water Taxi Tour Boat to our Fleet. Providing fun stress free boat tours and sharing our local knowledge with vacationers and new residents has been fantastic.

5 Customer reviews
Response time within an hour
Member since October 2025

As a preteen my family moved to Montego Bay Jamaica from Florida. There I developed my love for the ocean. As long as I had my school work done I could go fish with the Jamaican commercial fishermen. After moving back to the States as a teenager I fished the charter boats as a mate in Sarasota. Having my own boat I fished the Gulf Waters daily. After getting all my hours logged for my captains license I went to Seaschool the become a USCG Captain. In 1996 I started my own charter business. Knowing the area and having tons of requests from non fihsermen to just 'go cruising' we added the Water Taxi Tour Boat to our Fleet. Providing fun stress free boat tours and sharing our local knowledge with vacationers and new residents has been fantastic.

What the boat is like

Boat category
Other
Boat type
Pontoon
Boat manufacturer
Bennington
Boat Model
26
Year built
2006
Restored in
2025
Boat length
26 ft
Capacity
6 persons
Engine model
Yamaha
Max crusing speed
25 knots
Powered by
1 x 150HP
Engine Type
Outboard
Fuel Type
Gas
Number of heads
1 head
Number of toilets
1 toilet
Boat category
Other
Boat type
Pontoon
Boat manufacturer
Bennington
Boat Model
26
Year built
2006
Restored in
2025
Boat length
26 ft
Capacity
6 persons

Which kind of activities are offered

Pontoon & Tiki Boat Tours
Sunset & Dinner Cruise
Island Hopping
Booze Cruises
Paddleboard
Snorkeling & Diving Tours
Whale & Dolphin Watching
Eco-Tours
Sandbar Tours

Which amenities are available onboard

GPS
VHF Radio
Chart Plotter
Depth Finder
Sonar
Anchor
Wheel Steering
Life Jackets
Bimini
Wheelchair Accessible
Shower
Bow Sundeck
Bathing Platform
WiFi
Audio System
Outside Speakers
Ice Box

What's included in the trip price

Paddleboard
Snorkeling Equipment
Fishing Equipment
Catch cleaning & filleting
Snacks
Drinks
Lunch

What’s allowed on the boat

Child Friendly
Alcohol
Shoes
Pets
Swimming

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Reserve with a 10% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 American Express

When paying the remaining balance with a credit card, an additional 3% charge will apply.

Compare similar boating charters

Current
Casey Key Water Taxi Tours
Casey Key Water Taxi Tours
4.9
/5
(5 reviews)
26 feet
Group size 1 - 6
1 - 6
4 hour trip • up to 6 persons
US $530