Carefree Boat Sales

Carefree Boat Club has a great mix of boats for everyone, so your day on the water is always a blast. Whether you’re looking to fish or need a roomy boat for the whole family, we’ve got you covered. With so many options to choose from, your membership makes sure every outing is a great one! Our fleet is continually updated check out a sampling of some of our best boats across the country.

Spotlight Boat

2025 Seafox 228 Commander

HP | 150
Seats | 8
Includes | Depth finder, bluetooth radio
Located at | Hampton’s Landing

BRAND NEW

2022 Nautic Star 243 NauticStar DC

Rye City Boat Basin

Seas The Day- Fishing not allowed

Length: 24 ft

Capacity: 8 people

Class: Boat

Location: Rye City Boat Basin

No additional description available.

Coming Soon

More details for Seas The Day- Fishing not allowed are coming soon!

2022 Nautic Star NauticStar 243 DC

Rye City Boat Basin

Reely Nauti - Fishing not allowed

Length: 24.25 ft

Capacity: 8 people

Class: Sporting Event

Location: Rye City Boat Basin

The 243 DC is the perfect combination of size and functionality. It offers an enclosed, step-down dressing room with optional portable head; wraparound seating in the cockpit; and a pressurized water system that services the galley with an optional transom shower. Plush seating bolsters the cockpit and bow with a transitional sun pad and easy-locking storage. Two bucket seats at the helm make way to the panoramic walkthrough windshield. Bow and transom landings offer access to the water for swimming and diving.

Coming Soon

More details for Reely Nauti - Fishing not allowed are coming soon!

2025 Grand Inflatable Boats G750

Rye City Boat Basin

Summer Breeze - Fishing Not Allowed

Length: 24 ft

Capacity: 8 people

Class: Boat

Location: Rye City Boat Basin

No additional description available.

Coming Soon

More details for Summer Breeze - Fishing Not Allowed are coming soon!

2022 Nautic Star 243 NauticStar DC

Rye City Boat Basin

Knot on the Rocks - Fishing not allowed

Length: 24.25 ft

Capacity: 8 people

Class: Boat

Location: Rye City Boat Basin

Coming Soon

More details for Knot on the Rocks - Fishing not allowed are coming soon!

2022 Nautic Star NauticStar 2102 CC

Rye City Boat Basin

Dee-J - No head

Length: 21.25 ft

Capacity: 8 people

Class: Boat

Location: Rye City Boat Basin

The 2102 Legacy is ready to take you where you want to go. With comfort features such as full bow cushioning and flip-out backrests, plush, 3-across transom seating, a walkthrough transom and an aft step with swim ladder, it is perfectly equipped for a day of pleasure boating with the family. The 2102 also comes stacked with tournament fishing features, such as a transom aerated livewell, cast net and bait storage, and ample rod holders and storage in the gunnels. The 2102’s saltwater-ready hull tracks well and rides comfortably - even in heavier water conditions. No matter the itinerary, the 2102 promises all-around great performance, value and versatility.

Coming Soon

More details for Dee-J - No head are coming soon!

2024 Sailfish 226DC

Rye City Boat Basin

Empire State of Mind

Length: 23 ft

Capacity: 8 people

Class: Boat

Location: Rye City Boat Basin

No additional description available.

Coming Soon

More details for Empire State of Mind are coming soon!

2025 Sea Fox 248 Commander

Rye City Boat Basin

Ramblin' Man

Length: 24.25 ft

Capacity: 8 people

Class: Boat

Location: Rye City Boat Basin

No additional description available.

Coming Soon

More details for Ramblin' Man are coming soon!

2025 Grand Inflatable Boats Golden Line G850

Steelpointe Harbor

Viva la Vida - No Fishing Allowed

Length: 28 ft

Capacity: 8 people

Class: Boat

Location: Steelpointe Harbor

No additional description available.

Coming Soon

More details for Viva la Vida - No Fishing Allowed are coming soon!

2024 Sailfish 226DC

Steelpointe Harbor

Mr. Blue Sky

Length: 23 ft

Capacity: 8 people

Class: Boat

Location: Steelpointe Harbor

No additional description available.

Coming Soon

More details for Mr. Blue Sky are coming soon!

Sea Patroller - Fishing not allowed ( front center windshield is not installed)

2024 Nautic Star NauticStar 243 DC

Steelpointe Harbor

Sea Patroller - Fishing not allowed ( front center windshield is not installed)

Length: 24 ft

Capacity: 8 people

Class: Boat

Location: Steelpointe Harbor

No additional description available.

Coming Soon

More details for Sea Patroller - Fishing not allowed ( front center windshield is not installed) are coming soon!

2025 Sailfish 236DC

Steelpointe Harbor

Take Me Out

Length: 22.75 ft

Capacity: 8 people

Class: Boat

Location: Steelpointe Harbor

No additional description available.

Coming Soon

More details for Take Me Out are coming soon!

2025 Sea Fox 268 Commander

Steelpointe Harbor

Smoke on the Water (Twin Engine)

Length: 26 ft

Capacity: 8 people

Class: Twin Engine

Location: Steelpointe Harbor

No additional description available.

Coming Soon

More details for Smoke on the Water (Twin Engine) are coming soon!

2022 Nautic Star NauticStar 243 DC

Crabshell Side

Emma Blue Ayes - Fishing not allowed

Length: 24.25 ft

Capacity: 8 people

Class: Boat

Location: Crabshell Side

Coming Soon

More details for Emma Blue Ayes - Fishing not allowed are coming soon!

2022 Nautic Star NauticStar 243 DC

Crabshell Side

The Point - Fishing not allowed

Length: 24 ft

Capacity: 8 people

Class: Boat

Location: Crabshell Side

No additional description available.

Coming Soon

More details for The Point - Fishing not allowed are coming soon!

2023 Cobia 240 CC Twin Engine

Crabshell Side

Reel Obsession (Twin Engine)

Length: 24 ft

Capacity: 8 people

Class: Twin Engine

Location: Crabshell Side

The new 240 CC is the latest Cobia to seamlessly mesh tournament capability, family comfort, and style into a single package. Built on a proven hull with superior fuel efficiency and open water running performance, the contemporary deck layout maximizes form and function. A wide open cockpit with level floor from bow to stern, twin 33 gallon in-floor fishboxes, a 28 gallon livewell, and a standard aft tackle station are designed to meet even the most hardcore angler’s needs. When the fishing is finished, the 240CC is equally adept as a platform for hosting an elegant sunset cruise or spending a casual day sandbar hopping. Passengers and guests will especially appreciate all the bigger boat amenities like the forward entry walk down head, hideaway rear bench seat with backrest, and the upgrade cushion packages that include double-bolstered helm seats and forward facing backrests for the bow. There’s not a better looking and more feature-packed 24 footer on the water.

Coming Soon

More details for Reel Obsession (Twin Engine) are coming soon!

2021 Nautic Star NauticStar 2102 Legacy CC

Crabshell Side

Stretch - No head

Length: 20.25 ft

Capacity: 8 people

Class: Boat

Location: Crabshell Side

Coming Soon

More details for Stretch - No head are coming soon!

2023 Regal LX4

Crabshell Side

Floatilla - Fishing not allowed

Length: 24.16 ft

Capacity: 8 people

Class: Boat

Location: Crabshell Side

No additional description available.

Coming Soon

More details for Floatilla - Fishing not allowed are coming soon!

2024 Sailfish 226DC

Crabshell Side

Free Bird

Length: 23 ft

Capacity: 8 people

Class: Boat

Location: Crabshell Side

No additional description available.

Coming Soon

More details for Free Bird are coming soon!

2025 Sea Fox 248 Commander

Crabshell Side

Reelin' in the Years

Length: 24.25 ft

Capacity: 8 people

Class: Boat

Location: Crabshell Side

No additional description available.

Coming Soon

More details for Reelin' in the Years are coming soon!

2021 Nautic Star NauticStar 243 DC

Bridge Square

Knotty Buoy - Fishing not allowed

Length: 24.25 ft

Capacity: 8 people

Class: Boat

Location: Bridge Square

Step aboard. The 243 DC is the perfect combination of size and functionality. It offers an enclosed, step-down dressing room with optional portable head; wraparound seating in the cockpit; and a pressurized water system that services the galley with an optional transom shower. Plush seating bolsters the cockpit and bow with a transitional sun pad and easy-locking storage. Two bucket seats at the helm make way to the panoramic walkthrough windshield. Bow and transom landings offer access to the water for swimming and diving.

Coming Soon

More details for Knotty Buoy - Fishing not allowed are coming soon!

2021 Cobia Cobia 240 DC

Bridge Square

Buoys & Gills

Length: 25.08 ft

Capacity: 8 people

Class: Boat

Location: Bridge Square

The most feature packed 24 foot dual console on the water! From its spacious and clean layout to its wealth of smart amenities, the new Cobia 240 DC beckons you to a relaxing, sun-drenched day on the water. Dedicated seating with deluxe, Bentley-style upholstery for nine, including a hideaway aft bench and a convertible first-mate’s chaise lounge, means everybody on board will ride in style and comfort. Additional standard family features include a hardtop with LED down lighting and ski pylon, walk down head with sink, Corian countertop and macerated electric head, and an extended swim platform with hidden telescoping ladder. It even comes with a standard bow boarding ladder and the option for a plug-in bow table. But just because comfort is at a premium it doesn’t mean that the serious angler is forgotten. This boat expertly melds all its soft touches with standard fishing features like dual in-floor 24 gallon fishboxes (macerators optional), a 22 gallon fully plumbed livewell, plenty of rod and tackle storage, and a bait prep area with sink. Combine all this and there’s no better looking, more feature rich and better performing 24 foot dual console on the water.

Coming Soon

More details for Buoys & Gills are coming soon!

Hydrotherapy - Fishing not allowed / No head

2021 Nautic Star 203 NauticStar DC

Bridge Square

Hydrotherapy - Fishing not allowed / No head

Length: 20.33 ft

Capacity: 8 people

Class: Boat

Location: Bridge Square

Contact: Bryant Heffernan- (860)575-2316 - [email protected] This Dual Console delivers well-appointed lifestyle features and comfort as well as unsurpassed performance. Whatever water adventure you pursue, the 203DC is a great boat to get you there. the cockpit is equipped with a ski locker, ski tower bar, galley sink, walk-through transom, and custom upholstery. The hull has NauticStar exclusive air-assist chines that provide graceful and responsive handling. Good things really do come in small packages.

Coming Soon

More details for Hydrotherapy - Fishing not allowed / No head are coming soon!

2022 Nautic Star Nautic Star 240 DC

Bridge Square

Just Reelaxin' - Fishing not allowed

Length: 23.58 ft

Capacity: 8 people

Class: Boat

Location: Bridge Square

Coming Soon

More details for Just Reelaxin' - Fishing not allowed are coming soon!

2024 Sea Fox 248 Commander

Bridge Square

Runnin' Down A Dream

Length: 24.25 ft

Capacity: 8 people

Class: Boat

Location: Bridge Square

No additional description available.

Coming Soon

More details for Runnin' Down A Dream are coming soon!

2025 Sailfish 236DC

Bridge Square

Summer Fever

Length: 22.75 ft

Capacity: 8 people

Class: Boat

Location: Bridge Square

No additional description available.

Coming Soon

More details for Summer Fever are coming soon!

Carefree Boat Sales

Spotlight Boat

Spotlight Boat

BRAND NEW

2022 Nautic Star 243 NauticStar DC

Seas The Day- Fishing not allowed

Coming Soon

2022 Nautic Star NauticStar 243 DC

Reely Nauti - Fishing not allowed

Coming Soon

2025 Grand Inflatable Boats G750

Summer Breeze - Fishing Not Allowed

Coming Soon

2022 Nautic Star 243 NauticStar DC

Knot on the Rocks - Fishing not allowed

Coming Soon

2022 Nautic Star NauticStar 2102 CC

Dee-J - No head

Coming Soon

2024 Sailfish 226DC

Empire State of Mind

Coming Soon

2025 Sea Fox 248 Commander

Ramblin' Man

Coming Soon

2025 Grand Inflatable Boats Golden Line G850

Viva la Vida - No Fishing Allowed

Coming Soon

2024 Sailfish 226DC

Mr. Blue Sky

Coming Soon

2024 Nautic Star NauticStar 243 DC

Sea Patroller - Fishing not allowed ( front center windshield is not installed)

Coming Soon

2025 Sailfish 236DC

Take Me Out

Coming Soon

2025 Sea Fox 268 Commander

Smoke on the Water (Twin Engine)

Coming Soon

2022 Nautic Star NauticStar 243 DC

Emma Blue Ayes - Fishing not allowed

Coming Soon

2022 Nautic Star NauticStar 243 DC

The Point - Fishing not allowed

Coming Soon

2023 Cobia 240 CC Twin Engine

Reel Obsession (Twin Engine)

Coming Soon

2021 Nautic Star NauticStar 2102 Legacy CC

Stretch - No head

Coming Soon

2023 Regal LX4

Floatilla - Fishing not allowed

Coming Soon

2024 Sailfish 226DC

Free Bird

Coming Soon

2025 Sea Fox 248 Commander

Reelin' in the Years

Coming Soon

2021 Nautic Star NauticStar 243 DC

Knotty Buoy - Fishing not allowed

Coming Soon

2021 Cobia Cobia 240 DC

Buoys & Gills

Coming Soon

2021 Nautic Star 203 NauticStar DC

Hydrotherapy - Fishing not allowed / No head

Coming Soon

2022 Nautic Star Nautic Star 240 DC

Just Reelaxin' - Fishing not allowed

Coming Soon

2024 Sea Fox 248 Commander

Runnin' Down A Dream

Coming Soon

2025 Sailfish 236DC

Summer Fever

Coming Soon

Manufacturer Brands