Boat Day Charters – Unique Boat - Lil' Yachty 

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

Boat Day Charters – Unique Boat - Lil' Yachty 

Fort Myers, FL, United States
Downeast silhouette
27 feet
6
5.0
/5
(7 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!

Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

Customer reviews

Loading...
5.0
(7 reviews)
5
7
4
0
3
0
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
5.0
Boating Experience

Customers' gallery (8)

Best Fun Boat Day!
Best Fun Boat Day!
Amazing experience!
Amazing experience!
Beautiful Day Trip
Family outing
+2

All reviews (7)

Filter
Showing 15 of 7 reviews
Angela Larson
Angela Larson
5.0
Verified
New
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!
Response from Captain
April 28, 2026
It was a great day for sure. Looking forward to seeing you guys again next year.
0
Ronnie Mora
Ronnie Mora
5.0
Verified
Amazing experience!
2 Hour – Caloosahatchee Sunset Tour on March 11, 20264 adults
We had the most amazing experience with Captain Scott! He was super friendly, personable, accommodating and extremely knowledgeable. Our boat ride was incredible and we took great pictures. We will cherish those moments forever and cant wait to be back soon! Thanks for creating a wonderful experience for us, Captain Scott!
Review media 0
Review media 0
Response from Captain
March 13, 2026
You guys were so much fun! Hope to see you again next time you visit SWFL 😎
0
Cherie Jones
Cherie Jones
5.0
Verified
Beautiful Day Trip
4-hour shelling/beach trip on January 17, 20264 adults2 children
We had a great time with Captain Scott and Lil Yachty! The shelling on his secret island spot was incredible! I’ve never seen anything like it. We brought home three bags of shells that are magnificent. And Captain Scott is knowledgeable and very nice. We had an awesome time!!
Review media 0
Response from Captain
January 25, 2026
Had a great time with you and your crew. Hope to do it again soon!
0
Olivia Nowak
Olivia Nowak
5.0
Verified
Best Fun Boat Day!
5 Hour – Cabbage Key Shell/Fishing on March 30, 20266 adults
Captain Scott helped us experience. Highlights were island hopping around Cabbage Key and North Captiva. We stopped to spot dolphins, took great group pictures and couldn’t have asked for a better experience!
Review media 0
Review media 0
Response from Captain
March 31, 2026
Fun group and a great birthday celebration for Olivia! Thanks guys.
0
Nancy Osberg
Nancy Osberg
5.0
Verified
Great day on the water
3-hour sunset/island trip on April 2, 20266 adults
Scott was an excellent and very knowledgeable captain. we loved all the places he took us and he was very open to our suggestions. I highly recommend Li’l Yachty and Captain Scott.
Response from Captain
April 4, 2026
You and your crew were so much fun! Hope we can do it afain soon 😎
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
May 2026
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
2 Hour – Caloosahatchee Sunset Tour
FREE Cancellation 3 days notice
2 Hour Trip
starts at 5:30 PM
+3
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
+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
+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
+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
+7
US $650
Private tour: up to 6 people
Special Rate - Trip to Paradise ?
FREE Cancellation 3 days notice
4 Hour Trip
starts at 10:00 AM
Seasonal trip
May 4 - May 8
+6
US $700
Private tour: up to 6 people
4-hour waterfront dining
FREE Cancellation 3 days notice
4 Hour Trip
starts at 10:00 AM
+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
+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
+5
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
+7
US $800
Private tour: up to 6 people
5-hour Paddleboard Adventure
FREE Cancellation 3 days notice
5 Hour Trip
starts at 9:00 AM
+7
US $850
Private tour: up to 4 people
5-hour bar hopping
FREE Cancellation 3 days notice
8 Hour Trip
starts at 1:00 PM
+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
+8
US $900
Private tour: up to 6 people
5 Hour – Cabbage Key Shell/Fishing
FREE Cancellation 3 days notice
5 Hour Trip
starts at 10:00 AM
+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
+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
+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
+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
+8
US $1,600
Private tour: up to 6 people
There are 6 people looking at this listing.

Customer reviews

Loading...
5.0
(7 reviews)
5
7
4
0
3
0
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
5.0
Boating Experience

Customers' gallery (8)

Best Fun Boat Day!
Best Fun Boat Day!
Amazing experience!
Amazing experience!
Beautiful Day Trip
Family outing
+2

All reviews (7)

Filter
Showing 15 of 7 reviews
Angela Larson
Angela Larson
5.0
Verified
New
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!
Response from Captain
April 28, 2026
It was a great day for sure. Looking forward to seeing you guys again next year.
0
Ronnie Mora
Ronnie Mora
5.0
Verified
Amazing experience!
2 Hour – Caloosahatchee Sunset Tour on March 11, 20264 adults
We had the most amazing experience with Captain Scott! He was super friendly, personable, accommodating and extremely knowledgeable. Our boat ride was incredible and we took great pictures. We will cherish those moments forever and cant wait to be back soon! Thanks for creating a wonderful experience for us, Captain Scott!
Review media 0
Review media 0
Response from Captain
March 13, 2026
You guys were so much fun! Hope to see you again next time you visit SWFL 😎
0
Cherie Jones
Cherie Jones
5.0
Verified
Beautiful Day Trip
4-hour shelling/beach trip on January 17, 20264 adults2 children
We had a great time with Captain Scott and Lil Yachty! The shelling on his secret island spot was incredible! I’ve never seen anything like it. We brought home three bags of shells that are magnificent. And Captain Scott is knowledgeable and very nice. We had an awesome time!!
Review media 0
Response from Captain
January 25, 2026
Had a great time with you and your crew. Hope to do it again soon!
0
Olivia Nowak
Olivia Nowak
5.0
Verified
Best Fun Boat Day!
5 Hour – Cabbage Key Shell/Fishing on March 30, 20266 adults
Captain Scott helped us experience. Highlights were island hopping around Cabbage Key and North Captiva. We stopped to spot dolphins, took great group pictures and couldn’t have asked for a better experience!
Review media 0
Review media 0
Response from Captain
March 31, 2026
Fun group and a great birthday celebration for Olivia! Thanks guys.
0
Nancy Osberg
Nancy Osberg
5.0
Verified
Great day on the water
3-hour sunset/island trip on April 2, 20266 adults
Scott was an excellent and very knowledgeable captain. we loved all the places he took us and he was very open to our suggestions. I highly recommend Li’l Yachty and Captain Scott.
Response from Captain
April 4, 2026
You and your crew were so much fun! Hope we can do it afain soon 😎
0
Loading
Loading

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

Loading
Loading
Loading
Loading
Loading

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
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading