Carefree Fleet

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.

SilverWave TRi-Toon Double Bimini- BLUE (CF1017) This vessel only has one Bimini and second one is on order

2023 Blue Wave SW5 CLS

St. Augustine Shipyard

Cobalt w/Tower CF1018

2021 Cobalt 23 SC

St. Augustine Shipyard

Sailfish CF1031

2019 Sailfish 2100 BB

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 CF1020

2024 Premier 27-25PTX36

St. Augustine Shipyard

Black Premier Tri-Toon with Double Bimini 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

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

Starcraft RDH (CF1076)

2026 Starcraft RDH 22

St. Augustine Shipyard

CF+011 Sailfish 24( OOS)

2024 Sailfish 240 CC

Windward Beach Marina at Jacksonville

CF381 Sailfish 22 (OOS)

2023 Sailfish 220 CC

Windward Beach Marina at Jacksonville

CF410 Sailfish 22

2024 Sailfish 220 CC

Windward Beach Marina at Jacksonville

CF472 SeaFox 22( No Livewell)

2025 Sea Fox 228 Traveler

Windward Beach Marina at Jacksonville

CF387 Sea Pro 19 (Need Battery)

2024 Sea Pro 199 CC

Windward Beach Marina at Jacksonville

CF388 Sea Pro 19 ( No Livewell)

2024 Sea Pro 199 CC

Windward Beach Marina at Jacksonville

CF362 Sea Pro 19

2023 Sea Pro 199 CC

Windward Beach Marina at Jacksonville

CF418 StarCraft 19

2024 Starcraft SVX 191 OB

Windward Beach Marina at Jacksonville

CF488 StarCraft 21

2025 Starcraft SVX 211 OB (OOS)

Windward Beach Marina at Jacksonville

CF498 StarCraft 19 ( No Bimini Top)

2023 Starcraft SVX 190 OB

Windward Beach Marina at Jacksonville

CF351 StarCraft 17 ( No Bimini)

2024 Starcraft SVX 171 OB

Windward Beach Marina at Jacksonville

CF447 Hurricane 21 (No Bimini Top)

2025 Hurricane SD 217

Windward Beach Marina at Jacksonville

CF287 StarCraft 20 (OOS)

2023 Starcraft EX 20 C

Windward Beach Marina at Jacksonville

CF427 Godfrey 23 (No Radio)

2024 Godfrey Pontoons 2286

Windward Beach Marina at Jacksonville

CF426 Godfrey 23 (OOS)

2026 Godfrey Pontoons 2286

Windward Beach Marina at Jacksonville

CFR154 Yamaha Vx Cruiser

2025 Sea Doo VX Cruiser

Windward Beach Marina at Jacksonville

CFR157 Yamaha Vx Cruiser

2026 Sea Doo VX Cruiser

Windward Beach Marina at Jacksonville

CF403 Sailfish 22 (Moved Location)

2024 Sailfish 220 CC

Sadler Point Marina Ortega

CF404 Sailfish 22 (OOS)

2026 Sailfish 220 CC

Sadler Point Marina Ortega

CF371 Sailfish 22 (GPS No Depth finder)

2023 Sailfish 220 CC

Sadler Point Marina Ortega

CF358 Sea Pro 21

2023 Sea Pro 219 CC

Sadler Point Marina Ortega

CF382 Sailfish 22 (GPS No Depth Finder)

2024 Sailfish 220 CC

Sadler Point Marina Ortega

CF+014 Hurricane 24 ( No Accessory power/ Radio)

2024 Hurricane SD 2400

Sadler Point Marina Ortega

CF353 StarCraft 19 (OSS need battery)

2023 Starcraft SVX 191 OB

Sadler Point Marina Ortega

CF352 StarCraft 17 (OOS need battery)

2023 Starcraft SVX 171 OB

Sadler Point Marina Ortega

CF+008 StarCraft 25 ( No Bluetooth)

2023 Starcraft Starcraft

Sadler Point Marina Ortega

CF431 Godfrey 23

2024 Godfrey Pontoons 2286

Sadler Point Marina Ortega

CF425 Godfrey 23 ( No Accessory power/ Radio )

2024 Godfrey Pontoons 2286

Sadler Point Marina Ortega

CFR146 Yamaha VX Cruiser

2025 Yamaha VX Cruiser

Sadler Point Marina Ortega

CFR159 Yamaha VX Cruiser

2025 Yamaha VX Cruiser

Sadler Point Marina Ortega

Blue Starcraft Bowrider CF 1027

2024 Starcraft SVX 211OB

Windward at Amelia Island Marina

Starcraft Deck Blue 211

2024 Smoker Craft 211

Windward at Amelia Island Marina

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

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 Teal T-Top CF1023

2023 Airhead Pure Bay 2200

Windward at Amelia Island Marina

Starcraft 22 RDH (JS519)

2026 Starcraft RDH 22

Windward at Amelia Island Marina

Yamaha VX

2026 Yamaha VX

Windward at Amelia Island Marina

No image available

2026 Yamaha VX

Windward at Amelia Island Marina

White Premier Pontoon 230 CF1025

2023 Premier sunspree 230

Windward at Amelia Island Marina

Sailfish 220 (JS375) (1) NO GPS ONBOARD

2023 Sailfish 220

Windward at Amelia Island Marina

Sailfish 220(JS376) (2)NO GPS ONBOARD

2024 Sailfish 220

Windward at Amelia Island Marina

Manufacturer Brands