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.

WEST WIGHT POTTER 2007



WEST WIGHT POTTER 2007

Price: $8,800.00

Sale

Ends In:
2d 15h 42m

2007 West Wright Potter 15 like Brand New used once



2007 West Wright Potter 15 like Brand New used once

Price: $7,000.00

Sale

Ends In:
2d 1h 1m

2006 Hobie Getaway



2006 Hobie Getaway

Price: $4,600.00
Buy It Now: $6,250.00

Sale

Ends In:
2d 1m

Walker Bay 10 Foot Sailboat with 310RID & Trailer



Walker Bay 10 Foot Sailboat with 310RID & Trailer

Buy It Now: $4,285.00

Sale

Ends In:
4d 1h 27m

Vanguard Club 420 Sailboat



Vanguard Club 420 Sailboat

Price: $4,000.00
Buy It Now: $4,500.00

Sale

Ends In:
6d 14h 15m

2000 HUNTER 170 17' SAILBOAT w SPINNAKER, TRAILER, MORE



2000 HUNTER 170 17' SAILBOAT w SPINNAKER,  TRAILER,  MORE

Price: $3,500.00

Sale

Ends In:
4d 1m

2001 West Wight Potter 15



2001 West Wight Potter 15

Price: $3,500.00

Sale

Ends In:
5d 15h 12m

Cape Dory Typhoon Weekender 18' 6"



Cape Dory Typhoon Weekender 18' 6"

Buy It Now: $3,499.00

Sale

Ends In:
6d 12h 7m

18 Ft. Antique Classic Wooden Sailboat With Trailer



18 Ft. Antique Classic Wooden Sailboat With Trailer

Price: $3,350.00

Sale

Ends In:
2d 2h 10m

1967 Hurley Alacrity diesel inboard stored inside!



1967 Hurley Alacrity diesel inboard stored inside!

Price: $2,900.00

Sale

Ends In:
6d 22h 33m

Lightning Sailboat!!!



Lightning Sailboat!!!

Price: $2,700.00

Sale

Ends In:
1d 23h 22m

Lightning Sailboat 19 feet



Lightning Sailboat 19 feet

Buy It Now: $2,700.00

Sale

Ends In:
6d 14h 6m

white, runs good, fiberglass



white, runs good, fiberglass

Price: $2,600.00

Sale

Ends In:
5d 2h 10m

1994 Melges MC Class 16' Sailboat



1994 Melges MC Class 16' Sailboat

Price: $2,500.00

Sale

Ends In:
6d 14h 42m

Fatty Knees Sailing Tender, All options, Beautiful



Fatty Knees Sailing Tender,  All options,  Beautiful

Price: $2,125.00

Sale

Ends In:
22h 3m

WEST WIGHT POTTER 15 SAILBOAT



WEST WIGHT POTTER 15 SAILBOAT

Buy It Now: $2,100.00

Sale

Ends In:
17d 16m

HOBIE CAT 16 SAILBOAT NATIONAL'S BOAT-RACE READY



HOBIE CAT 16 SAILBOAT  NATIONAL'S BOAT-RACE READY

Buy It Now: $1,900.00

Sale

Ends In:
5d 20h 54m

18' Hobie Cat 1986



18' Hobie Cat  1986

Price: $1,795.00
Buy It Now: $2,550.00

Sale

Ends In:
31m

sunfish sailboat 1981 mint condition



sunfish sailboat 1981 mint condition

Price: $1,650.00

Sale

Ends In:
2d 12h 38m

Sunfish Sailboat is in like new condition



Sunfish Sailboat is in like new condition

Price: $1,500.00

Sale

Ends In:
6d 12h 3m

Windrider 16' Trimaran, Sailboat



Windrider 16' Trimaran,  Sailboat

Price: $1,500.00

Sale

Ends In:
8d 23h 31m

1995 Capri 14.2 Sailboat Daysailer



1995 Capri 14.2 Sailboat Daysailer

Price: $1,400.00

Sale

Ends In:
3d 13h 21m

Racing Optimist Sailboat Dinghy With Seitech Dolly



Racing Optimist Sailboat Dinghy With Seitech Dolly

Price: $1,399.00

Sale

Ends In:
23h 3m

17' O'day Daysailor Sailboat and Trailer T144891



17' O'day Daysailor Sailboat and Trailer T144891

Price: $1,195.00

Sale

Ends In:
2d 14h 2m

Hobie Cat 14 Excellent Condition



Hobie Cat 14 Excellent Condition

Price: $1,100.00

Sale

Ends In:
3d 23h 28m

Restored Sabot sailboat with rowing option



Restored Sabot sailboat with rowing option

Price: $1,000.00

Sale

Ends In:
5h 12m

Sailboat - Sloop-Pocket Cruiser-Lofland Picnic 17



Sailboat - Sloop-Pocket Cruiser-Lofland Picnic 17

Price: $1,000.00

Sale

Ends In:
3d 1h 42m

Barnett 1400 sail boat better than a Lazer 2



Barnett 1400 sail boat better than a Lazer 2

Price: $1,000.00

Sale

Ends In:
4d 1h 51m

Thistle Sailboat # 2827



Thistle Sailboat # 2827

Price: $1,000.00
Buy It Now: $2,500.00

Sale

Ends In:
5d 21h 56m

Scorpion 14'- Sunfish style- Sailboat- with rigging



Scorpion 14'- Sunfish style- Sailboat- with rigging

Buy It Now: $955.00

Sale

Ends In:
3d 20h 2m

2000 DaySailor 17 w motor (Yamaha 2.5 4strk ) trailer



2000 DaySailor 17 w motor (Yamaha 2.5 4strk ) trailer

Price: $935.00

Sale

Ends In:
2d 16h 35m

Prindle 16 Catamaran (faster than a Hobie)



Prindle 16 Catamaran (faster than a Hobie)

Price: $900.00

Sale

Ends In:
3d 15h 21m

15' Chrysler Sailboat Trailer T141474



15' Chrysler Sailboat Trailer T141474

Price: $895.00

Sale

Ends In:
2d 14h 3m

Hunter Xcite sailboat



Hunter Xcite sailboat

Price: $800.00

Sale

Ends In:
1d 15h 48m

1956 thistle olympic racing day sailer sail boat



1956 thistle olympic racing day sailer sail boat

Price: $800.00
Buy It Now: $1,500.00

Sale

Ends In:
2d 22h 41m

2007 Open Bic Sailboat Sailing Dinghy



2007 Open Bic Sailboat Sailing Dinghy

Price: $760.00

Sale

Ends In:
8d 14h 50m

Hobie 16 with trailer and trolling motor w battery



Hobie 16 with trailer and trolling motor w battery

Price: $753.00

Sale

Ends In:
4d 13h 25m

1973 Advance with Trailer



1973 Advance with Trailer

Price: $700.00
Buy It Now: $800.00

Sale

Ends In:
5d 1h 53m

AWESOME Guppy 13, Yellow Sailboat



AWESOME Guppy 13,  Yellow Sailboat

Price: $667.65
Buy It Now: $3,000.00

Sale

Ends In:
3h 51m

1981 16' Tupper catamaran w Trailer all usable as is



1981 16' Tupper catamaran w   Trailer all usable as is

Price: $650.00

Sale

Ends In:
1d 20h 14m

AMF Alcort Minifish Sailboat and Trailer



AMF Alcort Minifish Sailboat and Trailer

Price: $510.00

Sale

Ends In:
20h 44m

1949 BB Swan sailboat -fiberglass beetlecat catboat



1949 BB Swan sailboat -fiberglass beetlecat catboat

Price: $501.00

Sale

Ends In:
3d 1h 25m

1976 sunfish perfect condition ready to race !!



1976 sunfish perfect condition  ready to race !!

Price: $500.00

Sale

Ends In:
17h 11m

1976 Chrysler C-13 "Pirateer" sailboat



1976 Chrysler C-13 "Pirateer" sailboat

Price: $500.00

Sale

Ends In:
6d 13h 31m

1982 Hobie 16 w Trailer***Ready To Sail!***NO RESERVE**



1982 Hobie 16 w Trailer***Ready To Sail!***NO RESERVE**

Price: $456.02

Sale

Ends In:
3d 11h 49m

Sail Boat Solo Ocean Sailboat Teak Wood Project 12 '



Sail Boat Solo Ocean Sailboat Teak Wood Project 12 '

Price: $440.00

Sale

Ends In:
3d 10h 51m

Hobie Cat 16 with trailer on Long Island



Hobie Cat 16 with trailer on Long Island

Price: $355.00

Sale

Ends In:
2d 22h 58m

Hobie Cat 16 Sails, main and jib



Hobie Cat 16 Sails,  main and jib

Price: $355.00

Sale

Ends In:
3d 23h 20m

Alcort Sunfish with trailer good condition



Alcort Sunfish with trailer good condition

Price: $355.00

Sale

Ends In:
4d 26m

14' O'day Javelin Sailboat



14' O'day Javelin Sailboat

Price: $260.00

Sale

Ends In:
4d 12h 36m

Custom Made Sailboat



Custom Made Sailboat

Price: $255.00

Sale

Ends In:
2d 14h

BUCCANEER SPINNAKER - good condition



BUCCANEER SPINNAKER - good condition

Price: $250.00

Sale

Ends In:
4d 16h 50m

1984 Montego 19'6" Used Sailboat - CT



1984 Montego 19'6" Used Sailboat - CT

Price: $224.50

Sale

Ends In:
1d 23h 1m

Flying Junior - Advance Sailboat Corp Hull #220



Flying Junior  - Advance Sailboat Corp  Hull #220

Price: $153.50

Sale

Ends In:
23h 18m

1978 AMF Alcort Sunbird 16' Used Sailboat - IN



1978 AMF Alcort Sunbird 16' Used Sailboat - IN

Price: $112.50

Sale

Ends In:
1d 23h 1m

New 3 piece black trampoline 16"



New 3 piece black trampoline  16"

Price: $65.00
Buy It Now: $100.00

Sale

Ends In:
5d 21h 23m

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.

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