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.

3ABCDEFGHIJKLMNOPQRSTUVWXYZ

C

CAL 25

Avg. Listing Price: $5,700

CAL 20

Avg. Listing Price: $2,075

CAL 21

Avg. Listing Price: $3,000

CAL 225

Avg. Listing Price: $9,950

Cape Dory 93 14

Avg. Listing Price: $2,000

Cape Dory Thyphon

Avg. Listing Price: $2,000

Cape Dory Cd14

Avg. Listing Price: $4,000

Cape Dory Handy Cat

Avg. Listing Price: $6,800

Cape Dory Cape Cory 25

Avg. Listing Price: $7,000

Cape Dory Thphoon

Avg. Listing Price: $2,500

Cape Dory Ketch 30

Avg. Listing Price: $9,500

Cape Dory 30

Avg. Listing Price: $26,000

Cape Dory Dory Day Sailer 25

Avg. Listing Price: $6,000

Cape Dory D 22

Avg. Listing Price: $19,000

Cape Dory Typhoon Day Sailor

Avg. Listing Price: $18,000

Capital Yachts Newport

Avg. Listing Price: $5,967

Capital Yachts Neptune Fg 24

Avg. Listing Price: $4,000

Catalina Capri

Avg. Listing Price: $8,940

Catalina Sport 22

Avg. Listing Price: $2,000

Catalina Capri 25

Avg. Listing Price: $4,500

Catalina Capri 25

Avg. Listing Price: $6,550

Catalina Capri 30

Avg. Listing Price: $10,500

Catalina Capri 22

Avg. Listing Price: $22,318

Catalina 14.2

Avg. Listing Price: $5,360

Catalina Capri 18

Avg. Listing Price: $4,597

Catalina Capri 22

Avg. Listing Price: $9,100

Catalina Capri 14.2

Avg. Listing Price: $2,736

Catalina Capri 26

Avg. Listing Price: $14,967

Catalina Capri Wing Keel 26

Avg. Listing Price: $15,900

Catalina Capri 16

Avg. Listing Price: $2,995

Catalina Capri 166

Avg. Listing Price: $2,000

Catalina Capri 37

Avg. Listing Price: $20,000

Catalina Capri

Avg. Listing Price: $12,000

Catalina Capri

Avg. Listing Price: $10,000

Catalina Capri

Avg. Listing Price: $10,000

Catalina 16.5

Avg. Listing Price: $6,617

Catalina Capri K 16

Avg. Listing Price: $4,000

Catalina Capri Tall Rig Fin Keel 22

Avg. Listing Price: $14,500

Catalina Capri MkII Wing Keel 22

Avg. Listing Price: $13,500

Catalina Capri 16.5

Avg. Listing Price: $1,999

Catalina C250

Avg. Listing Price: $13,750

Catalina Capri 16.5

Avg. Listing Price: $4,200

Catalina C250

Avg. Listing Price: $16,000

Catalina Capri Tall Rig 22

Avg. Listing Price: $8,250

Catalina Sport 22

Avg. Listing Price: $29,282

Catalina Capri MkII 18

Avg. Listing Price: $11,000

Catalina Sport 275

Avg. Listing Price: $78,788

Catalina C275S

Avg. Listing Price: $84,900

Catalina Sport R 275

Avg. Listing Price: $91,250

Catalina Sport 276

Avg. Listing Price: $NaN

Chrysler Lone Star

Avg. Listing Price: $1,500

Chrysler Marine Buccaneer

Avg. Listing Price: $1,000

Chrysler Buccaneer

Avg. Listing Price: $1,325

Chrysler C22 Sandpiper

Avg. Listing Price: $4,400

Chrysler Chrysler

Avg. Listing Price: $2,850

Chrysler Daysailer

Avg. Listing Price: $2,500

Columbia Day Sailer

Avg. Listing Price: $4,600

Columbia 22

Avg. Listing Price: $3,000

Columbia Sailboat

Avg. Listing Price: $4,300

Columbia Cruiser

Avg. Listing Price: $12,000

Columbia hughes 27Ft 8.3

Avg. Listing Price: $15,500

Columbia Commodore

Avg. Listing Price: $3,000

Com-Pac 16

Avg. Listing Price: $3,756

Com-Pac 16

Avg. Listing Price: $1,500

Com-Pac 19

Avg. Listing Price: $7,475

Com-Pac 16

Avg. Listing Price: $4,000

Com-Pac 16

Avg. Listing Price: $4,500

Com-Pac Sun-Cat 17-2

Avg. Listing Price: $8,500

Com-Pac Sun-Cat 17-2

Avg. Listing Price: $11,000

Com-Pac Sun-Cat 17-2

Avg. Listing Price: $15,900

Com-Pac Legacy 17

Avg. Listing Price: $12,900

Com-Pac MkIV 23

Avg. Listing Price: $49,900

Com-Pac Picnic-Cat 14

Avg. Listing Price: $18,900