Sailboats Under 20 feet Sailboats Boats

If you are looking for a relaxing way to enjoy your favorite body of water, or if you have always wanted to try sailing, there has never been a better time to consider owning your own sailboat under 20 feet. This is the perfect size for beginners and it’s not too intimidating when you are first starting out. Most sailors learn on sailboats under 20 feet, building up the knowledge they need before they upgrade to a bigger size. There are a lot of benefits that come with sailboats under 20 feet.

Swift Solo- USA056 (Der Springer)



Swift Solo- USA056 (Der Springer)

Price: $13,000.00
Buy It Now: $15,000.00

Sale

Ends In:
4d 23h 25m

Antique 1951 Solid Fiberglass Catboat sailboat &trailer



Antique 1951 Solid Fiberglass Catboat sailboat &trailer

Buy It Now: $9,500.00

Sale

Ends In:
2d 3h 17m

2007 Precision Boat Works P185



2007 Precision Boat Works P185

Buy It Now: $8,795.00

Sale

Ends In:
6d 21h 29m

2008 Catalina Yachts 16.5



2008 Catalina Yachts 16.5

Buy It Now: $6,995.00

Sale

Ends In:
6d 21h 29m

1978 Mashall 18 catboat



1978 Mashall 18 catboat

Buy It Now: $5,800.00

Sale

Ends In:
4d 21h 24m

Relax on the water in this Hunter 170 Sailboat



Relax on the water in this Hunter 170 Sailboat

Price: $4,000.00

Sale

Ends In:
39m

Hobie Cat Getaway with galvanized trailer ready to sail



Hobie Cat Getaway with galvanized trailer ready to sail

Buy It Now: $3,999.99

Sale

Ends In:
2d 23h 24m

2003 Vanguard Laser Sailboat



2003 Vanguard Laser Sailboat

Price: $3,000.00
Buy It Now: $4,000.00

Sale

Ends In:
4h 11m

1974 CHRYSLER MUTINEER SAILBOAT *LIKE NEW*



1974 CHRYSLER MUTINEER SAILBOAT *LIKE NEW*

Buy It Now: $3,000.00

Sale

Ends In:
22h 18m

2008 Catalina Yachts 12.5 Expo



2008 Catalina Yachts 12.5 Expo

Buy It Now: $2,995.00

Sale

Ends In:
6d 21h 30m

1991 Hobie Cat Hobie 17



1991 Hobie Cat Hobie 17

Buy It Now: $2,995.00

Sale

Ends In:
6d 21h 30m

INDEPENDENCE BOAT WORKS- WOOD SAILBOAT, BEAUTIFUL!!!



INDEPENDENCE BOAT WORKS- WOOD SAILBOAT,  BEAUTIFUL!!!

Price: $2,625.00

Sale

Ends In:
1d 8h 20m

Illusion Mini 12 Sailboats with trailers only 3 left



 Illusion Mini 12 Sailboats with trailers only 3 left

Buy It Now: $2,500.00

Sale

Ends In:
5d 23h 12m

O'pen Bic one-design Sailboat With rig



O'pen Bic one-design Sailboat With rig

Buy It Now: $2,195.00

Sale

Ends In:
4d 1h 14m

14 foot Sailboat-- Sea Eagle-- FREE SHIPPING-Brand New



14 foot Sailboat-- Sea Eagle-- FREE SHIPPING-Brand New

Buy It Now: $2,029.00

Sale

Ends In:
2d 19h 19m

17ft. Hunter complete package



17ft. Hunter complete package

Price: $2,025.00

Sale

Ends In:
3d 7h 50m

Cape Cod Bullseye Sailboat - 1970



Cape Cod Bullseye Sailboat - 1970

Price: $1,825.00

Sale

Ends In:
3d 4h 20m

SWEET VINTAGE MAINE SKIFF c1920-30s SHAW & TENNEY OARS



SWEET VINTAGE MAINE SKIFF c1920-30s SHAW & TENNEY OARS

Buy It Now: $1,750.00

Sale

Ends In:
7d 18h 2m

1973 Lightning Sailboat (Lippincott)



1973 Lightning Sailboat  (Lippincott)

Price: $1,500.00
Buy It Now: $2,200.00

Sale

Ends In:
2d 21h 30m

Optimist Pram by Mclaughlin Boat Works



Optimist Pram by Mclaughlin Boat Works

Buy It Now: $1,399.00

Sale

Ends In:
5d 10h 42m

O'day Daysailer 2



O'day Daysailer 2

Price: $1,295.00
Buy It Now: $1,995.00

Sale

Ends In:
6d 17h 6m

17' Spindrift Day Sailer1 and Trailer T157590



17' Spindrift Day Sailer1 and Trailer T157590

Price: $995.00

Sale

Ends In:
6d 4h 38m

14.2 Catalina Capri



14.2 Catalina Capri

Price: $894.00

Sale

Ends In:
1d 20h 50m

Genuine Rare 1969 Boston Whaler Squall



Genuine Rare 1969  Boston Whaler Squall

Price: $850.00

Sale

Ends In:
5d 23h 56m

Capri 13 sailboat by catalina yachts



Capri 13 sailboat by catalina yachts

Price: $800.00
Buy It Now: $1,400.00

Sale

Ends In:
21h 44m

Zuma Fiberglass Sailboat



Zuma Fiberglass Sailboat

Buy It Now: $750.00

Sale

Ends In:
1d 19h 21m

sail boat



sail boat

Price: $749.00

Sale

Ends In:
1d 18h

16' AMF sunbird sailboat with trailer - ready to sail



16' AMF sunbird sailboat with trailer - ready to sail

Price: $720.00

Sale

Ends In:
2h 20m

flying scot sailboat 20' nice shape with trailer lr



flying scot sailboat 20' nice shape with trailer lr

Price: $676.00
Buy It Now: $2,300.00

Sale

Ends In:
4d 16h 27m

Optimist sailboat McLaughlin Opti



Optimist sailboat McLaughlin Opti

Price: $610.00

Sale

Ends In:
3d 5h 31m

GREAT LOOKING 17' Day sailer ready to cruise!



GREAT LOOKING 17' Day sailer ready to cruise!

Price: $510.00
Buy It Now: $2,500.00

Sale

Ends In:
2d 23h 51m

Laser Sailboat by Vangaurd Pico Model



Laser Sailboat by Vangaurd Pico Model

Price: $500.00

Sale

Ends In:
4d 22h 43m

12' Alumacraft Wet Sailor with trailer T151407



12' Alumacraft Wet Sailor with trailer T151407

Price: $475.00

Sale

Ends In:
4d 4h 47m

AQUA FINN SAILBOAT



AQUA FINN SAILBOAT

Price: $455.00

Sale

Ends In:
3h 1m

1956 Vintage Thistle Sail Boat



1956 Vintage Thistle Sail Boat

Price: $410.95
Buy It Now: $2,983.00

Sale

Ends In:
5d 22h 36m

Pair of Sunfish Sailboats. 1960 & 1970 models



Pair of Sunfish Sailboats. 1960 & 1970 models

Price: $400.00

Sale

Ends In:
3d 18h 17m

1974 Chrysler Mutineer Sailboat 15' With Trailer



1974 Chrysler Mutineer Sailboat 15' With Trailer

Price: $399.00

Sale

Ends In:
1d 4h 42m

CAL 20



CAL 20

Price: $255.00

Sale

Ends In:
3d 4h 51m

International 470 sailboat w trailer



International 470 sailboat w  trailer

Price: $207.50

Sale

Ends In:
3d 6h 20m

Beautiful Oday Ospray sailboat COMPLETE REFIT



Beautiful Oday Ospray sailboat COMPLETE REFIT

Price: $202.50
Buy It Now: $1,700.00

Sale

Ends In:
1d 23h 52m

'84 18' Renken Daysailor With Trailer MO LEMB 84



'84 18' Renken Daysailor With Trailer        MO LEMB 84

Price: $200.00

Sale

Ends In:
3d 6h 20m

1972-81 AMF Alcort Sunfish Sailboat



1972-81 AMF  Alcort Sunfish Sailboat

Price: $167.93
Buy It Now: $800.00

Sale

Ends In:
18h 46m

Sabot el toro ? Sailboat sail Boat Fixer Dinghy



Sabot el toro ? Sailboat sail Boat Fixer Dinghy

Price: $125.00

Sale

Ends In:
4d 6h 24m

NICE Vintage Starcraft Skylark 14ft Sailboat 20 PICS



NICE Vintage Starcraft Skylark 14ft Sailboat 20 PICS

Price: $99.99
Buy It Now: $349.95

Sale

Ends In:
3d 1h 53m

Naples Sabot Sailboat **Sail Almost New



Naples Sabot Sailboat **Sail Almost New

Price: $86.51

Sale

Ends In:
4d 2h 1m

Discount & Bargain

First, they are much easier to store and transport. If you have ever tried putting a big boat on a trailer, you can understand that sailboats under 20 feet are just easier to handle. It is much cheaper to dock sailboats under 20 feet, and you’ll have a lot more options when it comes to the type of trailer and vehicle needed to haul one. If you want to enjoy the feeling of the wind on your skin, try out a sailboat under 20 feet today.
 
We’ve made it easy to get some great deals on sailboats under 20 feet. You won’t believe just how low our prices are, or how easy it is to find everything you are looking for. We’ve collected all of our sailboats under 20 feet and put them in one easy to shop department. Take advantage of our super low prices on sailboats under 20 feet and become a boat owner today.

Cheap


  • Bayshore Marina, Newport Beach, CA Bayshore Marina, Newport Beach, CA Phone: 949.721.0111 Marine Stand By Channel? The marina can be reached by phone only at this point in time. Average Water Depth? Not available, please contact marina management for more information. Is there a pumpout station? Yes, the marina does offer this service. Is there a fuel dock? The dock...
  • Lake Chabot Lake Chabot Lake Chabot is located in: Castro Valley, CA  Phone: 1-888-EBParks Park Hours: 5am to 10pm. There may be some restrictions or changes. Please call ahead to verify times before your trip. Parking Fee: $5 per vehicle, $4 for trailered vehicles. Are Dogs Allowed? Yes, dogs are allowed at Lake Chabot...
  • Obexer’s Boat and Company Marina, Lake Tahoe Obexer's Boat and Company Marina, Lake Tahoe Obexer's is located on the west shore of Lake Tahoe. Phone: 530-525-7962 Fuel Dock: Yes, this marina does offer a fuel dock. Pumpout: This facility does provide a pumpout service. Services Available: This is definitely a full service marina and everything under the sun that you could ever require can...
  • San Justo Reservoir San Justo Reservoir  San Justo Reservoir   San Justo Reservoir is located in: Hollister, CA Phone: 831-638-3300 About the Lake: San Justo Reservoir is a very scenic body of water that has some great fishing opportunities. It is very friendly for boaters and is quite popular in the area. The lake is...
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