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.

cobia boat

Spotlight Boat

SilverWave TRi-Toon Double Bimini- BLUE (Currently does not have a bimini - parts ordered) CF1017

2023, Blue Wave, SW5 CLS

St. Augustine Shipyard

Cobalt w/Tower CF1018

2021, Cobalt, 23 SC

St. Augustine Shipyard

Premier 240 Sunspree UD Black CF1022

2020, Premier, 240 Sunspree UD

St. Augustine Shipyard

Premier 240 Sunsation walk on Upper Deck CF 1019( currently getting upholstery repaired and missing front seats only seats 6)

2021, Premier, 240 Sunsation RE

St. Augustine Shipyard

Tidewater 232LXF Grey CF1022

2020, Tidewater, 2020 Tidewater 232LXF

St. Augustine Shipyard

Bluewave 2200 Pure Bay CF1021

2021, Blue Wave, Bluewave 2200 Pure Bay

St. Augustine Shipyard

Blue Wave 2200 T-Top CF 1023

2024, Blue Wave, Blue Wave

St. Augustine Shipyard

Black Premier Double Decker with Slide

2024, Premier, 27-25PTX36

St. Augustine Shipyard

Black Premier Tri-Toon with Double Bemini CF 1024

2023, Premier, VS

St. Augustine Shipyard

White Premier Pontoon 230 CF1025

2023, Premier, 230

St. Augustine Shipyard

Red Starcraft Bowrider CF1026

2024, Starcraft, SVX211 OB

St. Augustine Shipyard

Blue Starcraft Bowrider CF 1027

2024, Starcraft, SVX 211OB

St. Augustine Shipyard

Sea Fox 228 Center Console (CF19)

2025, Sea Fox, 228

St. Augustine Shipyard

Starcraft 211 (JS493) This vessel does not have a GPS on Board

2025, Starcraft, 211

St. Augustine Shipyard

Starcraft 22 RDH (JS518)

2026, Smokercraft, 22 RDH

St. Augustine Shipyard

CF+011

2024, Sailfish, 240 CC

Windward Beach Marina at Jacksonville

CF381

2023, Sailfish, 220 CC

Windward Beach Marina at Jacksonville

CF410

2024, Sailfish, 220 CC

Windward Beach Marina at Jacksonville

CF472

2025, Sea Fox, 228 Traveler

Windward Beach Marina at Jacksonville

CF371

2023, Sailfish, 220 CC

Windward Beach Marina at Jacksonville

CF387

2024, Sea Pro, 199 CC

Windward Beach Marina at Jacksonville

CF388

2024, Sea Pro, 199 CC

Windward Beach Marina at Jacksonville

CF380

2024, Sea Pro, 208 DLX

Windward Beach Marina at Jacksonville

CF362

2023, Sea Pro, 199 CC

Windward Beach Marina at Jacksonville

CF488

2025, Starcraft, SVX 211 OB

Windward Beach Marina at Jacksonville

CF498

2023, Starcraft, SVX 190 OB

Windward Beach Marina at Jacksonville

CF351

2024, Starcraft, SVX 171 OB

Windward Beach Marina at Jacksonville

CF447

2025, Hurricane, SD 217

Windward Beach Marina at Jacksonville

CF287

2023, Starcraft, EX 20 C

Windward Beach Marina at Jacksonville

CF427

2024, Godfrey Pontoons, 2286

Windward Beach Marina at Jacksonville

CF426

2026, Godfrey Pontoons, 2286

Windward Beach Marina at Jacksonville

CFR154

2025, Sea Doo, VX Cruiser

Windward Beach Marina at Jacksonville

CFR157

2026, Sea Doo, VX Cruiser

Windward Beach Marina at Jacksonville

CF403

2024, Sailfish, 220 CC

Sadler Point Marina Ortega

CF404

2026, Sailfish, 220 CC

Sadler Point Marina Ortega

CF358

2023, Sea Pro, 219 CC

Sadler Point Marina Ortega

22’ Center Console CF382

2024, Sailfish, 220 CC

Sadler Point Marina Ortega

CF+014

2024, Hurricane, SD 2400

Sadler Point Marina Ortega

CF353

2023, Starcraft, SVX 191 OB

Sadler Point Marina Ortega

CF352

2023, Starcraft, SVX 171 OB

Sadler Point Marina Ortega

25' Pontoon CF008

2023, Starcraft, Starcraft

Sadler Point Marina Ortega

CF431

2024, Godfrey Pontoons, 2286

Sadler Point Marina Ortega

CF425

2024, Godfrey Pontoons, 2286

Sadler Point Marina Ortega

CFR146

2025, Yamaha, VX Cruiser

Sadler Point Marina Ortega

CFR159

2025, Yamaha, VX Cruiser

Sadler Point Marina Ortega

Premier Upper Deck Blue ( CF1028)

2022, Premier, 250 Sunsation UD

Windward at Amelia Island Marina

Blue Wave 2200 CF1029

2022, Blue Wave, 2200 Pure Bay

Windward at Amelia Island Marina

Bluewave 2200 White T-Top CF1030

2023, Blue Wave, Pure Bay 2200

Windward at Amelia Island Marina

Premier Castaway

2019, Premier, 220 Castaway

Windward at Amelia Island Marina

Sailfish CF1031

2019, Sailfish, 2100 BB

Windward at Amelia Island Marina

Premier Sunspree Black (This vessel has 90 hp engine)  CF1032

2023, Premier, Sunspree 210

Windward at Amelia Island Marina

Carolina Skiff

2014, Carolina Skiff, JSV 198

Windward at Amelia Island Marina

Robalo R200 CF1033

2017, Robalo, R200

Windward at Amelia Island Marina

Silverwave Pontoon CF1034

2023, Airhead, 2410

Windward at Amelia Island Marina

Bennington CF1036

2019, Bennington, 20 foot Pontoon

Windward at Amelia Island Marina

Tidewater 198 CC

2018, Tidewater, 198 CC

Windward at Amelia Island Marina

210 Sunspree Blue 150 HP Mercury CF1035

2023, Premier, 210

Windward at Amelia Island Marina

Starcraft 211 Green (150 Hp Yamaha) CF1038

2024, Starcraft, 211 Svx

Windward at Amelia Island Marina

No image available

2024, Starcraft, 211

Windward at Amelia Island Marina

StarCraft 211 black and maroon   CF1039

2024, Starcraft, 211

Windward at Amelia Island Marina

Starcraft 231 CF1041

2024, Smoker Craft, 231svx

Windward at Amelia Island Marina

Grady White 210 (cuddy) CF1040

2004, Grady White, 2100

Windward at Amelia Island Marina

Sea Pro 2100(CF 1068)

2004, Sea Pro, 2100

Windward at Amelia Island Marina

Lowe bay 20 CF1042

2018, Lowe, Bay 20

Windward at Amelia Island Marina

Sea Pro 199 (Js360)

2025, Sea Pro, 191

Windward at Amelia Island Marina

Sea Fox 231 (Js 513)

2025, Sea Fox, 232

Windward at Amelia Island Marina

Bluewave 2200 White T-Top CF1023

2023, Airhead, Pure Bay 2200

Windward at Amelia Island Marina

Starcraft 22 RDH

2026, Starcraft, RDH 22

Windward at Amelia Island Marina

No image available

2026, Yamaha, VX

Windward at Amelia Island Marina

No image available

2026, Yamaha, VX

Windward at Amelia Island Marina

Manufacturer Brands