Daysailer Sailboat Values

If you’re wondering what a daysailer sailboat really is, you’re not alone. While some define it simply as a “small sailboat without a cabin, meant for day trips,” that’s a massive oversimplification. In truth, daysailers come in all shapes, sizes, and configurations—and they’re united more by purpose and spirit than any specific technical definition.

What defines a daysailer sailboat is a bit ambiguous. These sailboats may or may not have the following--cabins or cuddy cabins, trailerable hulls, auxiliary propulsion, fixed keels, centerboards or kick-up rudder, and monohull or multihull designs.

Daysailers are easy to fall in love with because these are the boats where simplicity meets fun. These boats are designed to get you out on the water quickly with minimal hassle. Most have straightforward rigs, fewer mechanical systems, and simple sail plans. Additionally, daysailers have an easier learning curve, have less maintenance and lower costs, have a quicker launch and recover. Add these together and you have more time for sailing an dless time prepping. But this does not mean that daysailers are bare-bones. Some models offer high-end features like electric motors, solar charging systems, or advanced rigging setups.

You can race a daysailer. Performance daysailers have made their mark on race courses around the world. Boats like the Harbor 20 or Lido 14 dominate one-design fleets and are ideal for both competitive sailing and relaxed outings. Even if you're not part of a fleet, the moment two boats are on the water together, a race is on. That’s the beauty of the daysailer: it can be whatever you want it to be—including fast.

The price of a daysailer sailboat varies widely—from a few thousand dollars to over $100,000. You can find great options in nearly every budget range:

- Entry-level: Used Lido 14 – $1,500+

- New budget-friendly boats: Hunter 15 – ~$10,000

- Luxury performance: Hinckley DS42 – If you have to ask...

Ultimately, cost is determined more by features, materials, and brand than by the daysailer classification itself.

If you’re looking for a boat that’s fun, flexible, and easy to sail, a daysailer sailboat may be your perfect match. Also, don’t let anyone tell you a boat is “too big” or “too small” to be a daysailer. If you’re out for a casual sail, tacking through the breeze with a smile on your face, then you’re doing it right. A daysailer isn’t just a type of boat—it’s a state of mind.

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C

Catalina C30

Avg. Listing Price: $15,396

Club 420

Avg. Listing Price: $4,200

Cape Dory Thphoon

Avg. Listing Price: $2,500

Com-Pac Sun Cat

Avg. Listing Price: $20,730

Chesapeake Skerry Row And Sail

Avg. Listing Price: $1,999

C & L Sandpiper 565

Avg. Listing Price: $3,975

Columbia Cruiser

Avg. Listing Price: $12,000

CAL 25

Avg. Listing Price: $5,700

Cape Cod Shipbuilding Co BullS Eye

Avg. Listing Price: $18,250

Chrysler Chrysler

Avg. Listing Price: $2,850

C&C Mark Ii

Avg. Listing Price: $15,800

Clark Boat Company San Juan 21

Avg. Listing Price: $5,000

Cecil And Burnham Whitehall

Avg. Listing Price: $6,000

Compass Classic Catboat

Avg. Listing Price: $5,000

Coronodo Coronodo

Avg. Listing Price: $7,850

Coronado Coronado

Avg. Listing Price: $17,200

Cougar Beach Cat

Avg. Listing Price: $7,500

Customflex Flying Scot

Avg. Listing Price: $2,625

Concordia Beetle Cat

Avg. Listing Price: $8,000

Captiva Sanibel

Avg. Listing Price: $5,200

Cooper Catalina

Avg. Listing Price: $2,500

Chaudronnerie Naval Roland Guiberteau Herreshoff Nereia

Avg. Listing Price: $125,000

Clipper Marine Clipper Mark 2 21

Avg. Listing Price: $2,500

Crosby Cat Boat

Avg. Listing Price: $6,000

Capri 14.2

Avg. Listing Price: $3,500

Capital Yachts Newport

Avg. Listing Price: $5,967

Cherubini Staysail Schooner 48

Avg. Listing Price: $197,500

Creekmore Creekmore

Avg. Listing Price: $24,500

Colgate Precision 26

Avg. Listing Price: $23,900

Corned Diva 25

Avg. Listing Price: $14,000

Charlotte Harbor Sails Harbor Sails X19

Avg. Listing Price: $19,998

Canoe Yawl Bill Garden Designed

Avg. Listing Price: $9,500

Chris-Craft Shields

Avg. Listing Price: $19,500

Cornish Crabbers Crabbers Coble

Avg. Listing Price: $8,500

Cheoy Lee Pacific Clipper

Avg. Listing Price: $35,000

Corsair 324 27

Avg. Listing Price: $37,500

CE Ryder C E Ryder Sea Sprite 23

Avg. Listing Price: $6,000

Canadian Sailcraft Mark Iv

Avg. Listing Price: $2,500

Crawford Melonseed Skiff

Avg. Listing Price: $4,000

Cornado 23

Avg. Listing Price: $2,300

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Santana 25

Avg. Listing Price: $3,250

Stewart Marine Mariner 19

Avg. Listing Price: $6,900

San Juan Mark 2 21

Avg. Listing Price: $4,800

Seaward Seaward

Avg. Listing Price: $6,975

Stur-Dee Boat Co Cat

Avg. Listing Price: $6,975

S-2 Grand Slam 6.7

Avg. Listing Price: $5,000

Sparkman & Stephens Seafarer 23

Avg. Listing Price: $4,900

Sea Pearl 21

Avg. Listing Price: $8,083

Sunfish Sunfish

Avg. Listing Price: $2,420

Stiletto 27

Avg. Listing Price: $18,000

Schock Harbor 20

Avg. Listing Price: $24,175

Swifty Shell

Avg. Listing Price: $6,000

Sumner Islander 19

Avg. Listing Price: $4,500

Stoberl Trias

Avg. Listing Price: $3,500

Sea Runner Maple

Avg. Listing Price: $230,000

Stuart Marine Mariner 19

Avg. Listing Price: $15,200

Shock Harbor 20

Avg. Listing Price: $28,000

Sonic 23

Avg. Listing Price: $4,475

Somes Sound Herreshoff 1 2 Design 12

Avg. Listing Price: $22,800

Sun Yachts 27

Avg. Listing Price: $3,750

Sun Cat Sun Cat

Avg. Listing Price: $7,350

Spindrift Mariner 19

Avg. Listing Price: $1,200

Stingray Super Ray

Avg. Listing Price: $1,999

SNM Contoy 70

Avg. Listing Price: $985,000

Selway Fisher Fisher Highlander 12

Avg. Listing Price: $20,000

South Coast South Coast

Avg. Listing Price: $2,225

Sea Sprite Sea Sprite

Avg. Listing Price: $5,000

Seasprite 23

Avg. Listing Price: $11,500

Sabre Mk 1 38

Avg. Listing Price: $63,500

Starwind Starwind

Avg. Listing Price: $5,000

Seaclipper 24

Avg. Listing Price: $24,000

Stilleto 27

Avg. Listing Price: $17,500

Sizzler Marine Super 16

Avg. Listing Price: $2,500

Siltala Yachts Siltala Finlandia

Avg. Listing Price: $65,000

Sea Clipper 10

Avg. Listing Price: $5,500

Suncat Sailboat

Avg. Listing Price: $14,500

Siddons & Sindle Jet14

Avg. Listing Price: $3,500

Soling Sailboat

Avg. Listing Price: $2,200

Sailcraft Mcvay Bluenose

Avg. Listing Price: $5,000

Seafarer Atlantic

Avg. Listing Price: $7,500

Starboard Yachts Hake Slipper 17

Avg. Listing Price: $1,500

Sanibel 18

Avg. Listing Price: $500