Boat Day Charters – Unique Boat - Lil' Yachty 

5.0/5 (12 reviews)
 McGregor Boulevard 18700, Fort Myers, FL 33908, United States

Boat Day Charters – Unique Boat - Lil' Yachty 

Fort Myers, FL, United States
27 feet
6
5.0/5 (12 reviews)

Set sail aboard the 2007 C Dory Tomcat 255, a versatile catamaran with a cabin, perfect for up to six guests. Powered by twin 175 HP Suzuki outboards, she cruises comfortably at 30 knots. Onboard, enjoy modern amenities including air-conditioning (on request), audio system, baitwell, fishfinder, ice box, refrigerator, rod holders, inside and outside speakers, and ample space for relaxation on the bow and aft sundecks.

Your captain, Scott Guttery, is an expert in waterfront real-estate tours, island hopping, waterfront dining and bar hopping, eco adventures, dolphin and manatee watching, shelling, and fishing. The cabin offers a fully equipped kitchen, one berth, one cabin, one full bath, and one toilet, ensuring comfort throughout your journey. Optional add-ons include catch cleaning & filleting, drinks, lunch, snacks, and paddleboards.

Safety is a top priority with an anchor, bow thruster, chart plotter, depth finder, GPS, radar, VHF radio, life jackets, and a remote-controlled GPS trolling motor onboard. Alcohol, swimming, and children are welcome.

Book your adventure now and experience a day of fun, relaxation, and luxury with Boat Day Charters!

Set sail aboard the 2007 C Dory Tomcat 255, a versatile catamaran with a cabin, perfect for up to six guests. Powered by twin 175 HP Suzuki outboards, she cruises comfortably at 30 knots. Onboard, enjoy modern amenities including air-conditioning (on request), audio system, baitwell, fishfinder, ice box, refrigerator, rod holders, inside and outside speakers, and ample space for relaxation on the bow and aft sundecks.

Your captain, Scott Guttery, is an expert in waterfront real-estate tours, island hopping, waterfront dining and bar hopping, eco adventures, dolphin and manatee watching, shelling, and fishing. The cabin offers a fully equipped kitchen, one berth, one cabin, one full bath, and one toilet, ensuring comfort throughout your journey. Optional add-ons include catch cleaning & filleting, drinks, lunch, snacks, and paddleboards.

Safety is a top priority with an anchor, bow thruster, chart plotter, depth finder, GPS, radar, VHF radio, life jackets, and a remote-controlled GPS trolling motor onboard. Alcohol, swimming, and children are welcome.

Book your adventure now and experience a day of fun, relaxation, and luxury with Boat Day Charters!

Scott Guttery
Captain
Scott Guttery
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
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Number of days
1
Group Size
2 adults • 0 children
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2 Hour – Caloosahatchee Sunset Tour
FREE Cancellation 3 days notice
2 hour trip starts at 5:30 PM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+5
US $400
Private tour: up to 6 people
2-hour Captiva/Sanibel sunset trip
FREE Cancellation 3 days notice
2 hour trip starts at 5:30 PM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+6
US $500
Private tour: up to 6 people
3-hour Boathouse & Sunset
FREE Cancellation 3 days notice
3 hour trip starts at 4:00 PM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+6
US $525
Private tour: up to 6 people
3-hour Slipaway Food Park & Sunset
FREE Cancellation 3 days notice
3 hour trip starts at 4:00 PM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+6
US $525
Private tour: up to 6 people
3-hour sunset/island trip
FREE Cancellation 3 days notice
3 hour trip starts at 5:00 PM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+7
US $650
Private tour: up to 6 people
4-hour waterfront dining
FREE Cancellation 3 days notice
4 hour trip starts at 10:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+5
US $750
Private tour: up to 6 people
4-hour island hopping
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+5
US $800
Private tour: up to 6 people
4 Hour – Boating Adventure
FREE Cancellation 3 days notice
4 hour trip starts at 9:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+5
US $800
Private tour: up to 6 people
4-hour bachelorette beach/bar trip
FREE Cancellation 3 days notice
4 hour trip starts at 10:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+9
US $800
Private tour: up to 6 people
4-hour shelling/beach trip
FREE Cancellation 3 days notice
4 hour trip starts at 10:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+7
US $800
Private tour: up to 6 people
5-hour bar hopping
FREE Cancellation 3 days notice
8 hour trip starts at 1:00 PM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+5
US $850
Private tour: up to 6 people
5-hour Caloosahatchee/Locks Trip
FREE Cancellation 3 days notice
5 hour trip starts at 8:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+8
US $900
Private tour: up to 6 people
5-hour Boating adventure
In high demand Last booked: 21 hours ago
FREE Cancellation 3 days notice
5 hour trip starts at 9:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+9
US $900
Private tour: up to 6 people
5-hour Paddleboard Adventure
FREE Cancellation 3 days notice
5 hour trip starts at 9:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+7
US $900
Private tour: up to 4 people
5 Hour – Cabbage Key Shell/Fishing
FREE Cancellation 3 days notice
5 hour trip starts at 10:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+4
US $900
Private tour: up to 6 people
6 Hour – Boat Day Like a Local
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+6
US $1,000
Private tour: up to 6 people
8 Hour – Boating Adventure
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+6
US $1,200
Private tour: up to 6 people
Custom Multi-day Boat Concierge
FREE Cancellation 3 days notice
2 Day Trip starts at 8:00 AM
Overnight stay, lodging
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+10
US $1,200
Private tour: up to 6 people
Picnic Island overnight camp trip
FREE Cancellation 3 days notice
2 Day Trip starts at 4:00 PM
Overnight stay, lodging
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+8
US $1,600
Private tour: up to 6 people
There are 10 people looking at this charter.

Customer reviews

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Rating

5.0
(12 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (19)

All reviews (12)

Showing 15 of 12 reviews
Angela Larson
Angela Larson
us
Minnesota, US
Member since 2026
5.0
Verified
Girls trip from MN
3-hour sunset/island trip on April 27, 20263 adults

on a girls trip from MN and booked a 3 hour trip. we wanted to go shelling and hopefully see some Dolphins! Scott knew exactly where to take us for shelling! was such a beautiful island and we went home with some unique shells! on our way back we were fortunate to see a bunch of dolpins! he stopped the boat for us so we could observe and they came so close to the boat! it was just an amazing day! i cant say enough great things about Scott and his boat! we will definitely be looking him up again when we come back next April!

Scott Guttery
Response from Captain

It was a great day for sure. Looking forward to seeing you guys again next year.

Justin Utley
Justin Utley
us
Illinois, US
Member since 2026
5.0
Verified
Highlight of our trip
Special Rate - Trip to Paradise ? on May 7, 20262 adults4 children

I couldn’t recommend doing this charter more. Captain Scott was super personable and was very sweet with our kids. He took us to an area that felt just like the Caribbean with crystal blue water and shallow pools for our little ones to play in. We found some cool shells and sand dollars. We saw dolphins, tarpon, a manatee and sting rays. The icing on the cake was letting the kids jump from the top of the boat. Just an awesome time!

Scott Guttery
Response from Captain

Really enjoyed rhe day with your family Justin! Hope to see you guys again next year!

Lori Geshelin
Lori Geshelin
us
Massachusetts, US
Member since 2026
5.0
Verified
Great evening in the water!
3-hour sunset/island trip on July 6, 20264 adults

My family was in town visiting my Father in Law for his birthday and I scheduled the trip on Lil’ Yachty. Captain Scott gave us a leisurely sightseeing cruise of the area. We saw tons of birds and the most amazing sunset. I would definitely recommend a trip with Scott if you are in the area. We hope to plan another excursion next time we visit!

Scott Guttery
Response from Captain

Thanks Lori! That sunset was amazing! 🙏

Rebecca Katsetos
Rebecca Katsetos
us
Wisconsin, US
Member since 2026
5.0
Verified
Shelling and Fishing
4-hour shelling/beach trip on May 27, 20266 adults

We went out for shelling and fishing and our crew had an amazing time! Captain Scott knew a great location where our whole family could do what they wanted (some were off on the island shelling where others stayed by the boat to fish). We have four kids (12 years, 9 1/2 years, 8 years, and 6 1/2 years) and Captain Scott was amazing with all!

Scott Guttery
Response from Captain

Thank you Rebecca. I had a great day with your family. It was fun teaching your kids how to fish. Hope to see you guys again next year.

Aimee King
Aimee King
us
Minnesota, US
Member since 2026
5.0
Verified
perfect trip
4-hour shelling/beach trip on May 11, 20266 adults

We brought our 78 year old mother to see the ocean for the first time in her life and it was absolutely perfect. Scott was very kind, accommodating and patient with all of us! At the end of our boat trip, 7 dolphins escorted us out of Captiva Island ❤️ so beautiful ❤️ Perfect day! Thanks Scott!!

Scott Guttery
Response from Captain

Thst was an amazing BOAT DAY! You guys were such a fun group 😎

FAQs about Boat Day Charters – Unique Boat - Lil' Yachty

Boat Day Charters – Unique Boat - Lil' Yachty offers the following trips to customers:
  • US $400 per group - 2 Hour – Caloosahatchee Sunset Tour (2 hours)
  • US $500 per group - 2-hour Captiva/Sanibel sunset trip (2 hours)
  • US $525 per group - 3-hour Boathouse & Sunset (3 hours)
  • US $525 per group - 3-hour Slipaway Food Park & Sunset (3 hours)
  • US $650 per group - 3-hour sunset/island trip (3 hours)
  • US $750 per group - 4-hour waterfront dining (4 hours)
  • US $800 per group - 4 Hour – Boating Adventure (4 hours)
  • US $800 per group - 4-hour bachelorette beach/bar trip (4 hours)
  • US $800 per group - 4-hour island hopping (4 hours)
  • US $800 per group - 4-hour shelling/beach trip (4 hours)
  • US $850 per group - 5-hour bar hopping (8 hours)
  • US $900 per group - 5 Hour – Cabbage Key Shell/Fishing (5 hours)
  • US $900 per group - 5-hour Boating adventure (5 hours)
  • US $900 per group - 5-hour Caloosahatchee/Locks Trip (5 hours)
  • US $900 per group, additional US $50 per person after 4 guests - 5-hour Paddleboard Adventure (5 hours)
  • US $1,000 per group - 6 Hour – Boat Day Like a Local (6 hours)
  • US $1,200 per group - 8 Hour – Boating Adventure (8 hours)
  • US $1,200 per day per group - Custom Multi-day Boat Concierge (2 days)
  • US $1,600 per day per group - Picnic Island overnight camp trip (2 days)
When you book a trip with Boat Day Charters – Unique Boat - Lil' Yachty, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Bow Thruster
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Bimini
  • Kitchen
  • Shower
  • Bow Sundeck
  • Aft Sundeck
  • Bathing Platform
  • Air Conditioning Available upon special request.
  • Audio System
  • TV
  • Inside Speakers
  • Outside Speakers
  • Refrigerator
  • Ice Box
  • Wireless Trolling Motor
  • Fishfinder
  • Baitwell
  • Rod Holders
Trips booked with Boat Day Charters – Unique Boat - Lil' Yachty include:
  • Paddleboard
  • Fishing Equipment
  • Catch cleaning & filleting
  • Snacks
  • Drinks
  • Lunch
Boat Day Charters – Unique Boat - Lil' Yachty offers the following activities:
  • Boat & Yacht Tours
  • Pontoon & Tiki Boat Tours
  • Canal Boat Tours
  • Sunset Dinner Cruises
  • Island Hopping
  • Booze Cruises
  • Paddleboard
  • Snorkeling & Diving Tours
  • Whale & Dolphin Watching
  • Fishing
  • Eco-Tours
  • Sandbar Tours

Your operator

Scott Guttery
Scott Guttery
Scott Guttery

Fort Myers, Florida, United States

ID & license verified
12 Customer reviews
Response time within an hour
Member since October 2025

Born and raised in Fort Myers, FL, Capt. Scott Guttery is a USCG-licensed boat captain with over 30 years of boating and fishing experience. A retired high school teacher and coach, he specializes in waterfront real estate tours, island hopping, waterfront dining and bar hopping, eco adventures, dolphin and manatee watching, shelling, and fishing aboard his C Dory Tomcat 25. Capt. Scott combines local expertise with a passion for sharing the best of Southwest Florida's waterways.

ID & license verified
12 Customer reviews
Response time within an hour
Member since October 2025

Born and raised in Fort Myers, FL, Capt. Scott Guttery is a USCG-licensed boat captain with over 30 years of boating and fishing experience. A retired high school teacher and coach, he specializes in waterfront real estate tours, island hopping, waterfront dining and bar hopping, eco adventures, dolphin and manatee watching, shelling, and fishing aboard his C Dory Tomcat 25. Capt. Scott combines local expertise with a passion for sharing the best of Southwest Florida's waterways.

What the boat is like

Boat category
Cabin cruisers
Boat type
Downeast
Boat manufacturer
C Dory
Boat Model
Tomcat 255
Year built
2007
Restored in
2026
Boat length
27 ft
Capacity
6 persons
Engine model
Suzuki
Max crusing speed
35 knots
Powered by
2 x 175HP
Engine Type
Outboard
Fuel Type
Gas
Number of cabins
1 cabin
Number of berths
1 berth
Number of heads
1 head
Number of full baths
1 full bath
Number of toilets
1 toilet
Boat category
Cabin cruisers
Boat type
Downeast
Boat manufacturer
C Dory
Boat Model
Tomcat 255
Year built
2007
Restored in
2026
Boat length
27 ft
Capacity
6 persons

Which kind of activities are offered

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

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Bow Thruster
Anchor
Wheel Steering
Life Jackets
Bimini
Kitchen
Shower
Bow Sundeck
Aft Sundeck
Bathing Platform
Air Conditioning
Available upon special request.
Audio System
TV
Inside Speakers
Outside Speakers
Refrigerator
Ice Box
Wireless Trolling Motor
Fishfinder
Baitwell
Rod Holders

What's included in the trip price

Paddleboard
Paddleboards available for an additional fee.
Fishing Equipment
Catch cleaning & filleting
Dependent on drop-off location.
Snacks
Boat can be stocked with food for additional fees.
Drinks
Ice and water provided free of charge.
Lunch
Lunch/restaurant drop offs, or bring your food.

What’s allowed on the boat

Child Friendly
'Lil' Yachty is a great boat for kids. It is safe with no direct access for them to fall overboard. The cabin, with bathroom, make this the perfect boat for families with kids.
Smoking
Alcohol
Glass Bottles
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

 PayPal

Compare similar boating charters

Current
Boat Day Charters – Unique Boat - Lil' Yachty
Boat Day Charters – Unique Boat - Lil' Yachty
5.0
/5
(12 reviews)
27 feet
Group size 1 - 6
1 - 6
4 hour trip • up to 6 persons
US $800