Islander Sailboats
Below is a list of Islander sailboats and information about each model. If you are interested in purchasing a Islander sailboat, we regularly scan the internet for Used Islander Sailboats.
| Model ↕ | Listings ↓ | Year Built ↕ | LOA (ft) ↕ | Beam (ft) ↕ | Draft (ft) ↕ | Displ. (lbs) ↕ | Hull ↕ | Designer ↕ | Rig ↕ | Keel ↕ |
|---|---|---|---|---|---|---|---|---|---|---|
| Islander 36 | 21 for sale | 1971 | 36.08 ft | 11.17 ft | 6 ft | 13,450 lbs | Monohull | Alan P. Gurney | Masthead Sloop | Fin |
| Islander Freeport 41 | 15 for sale | 1974 | 41 ft | 13.17 ft | 5 ft | 22,000 lbs | Monohull | Charles Davies/Robert Perry | Ketch | Full |
| Islander 28 | 9 for sale | 1975 | 27.92 ft | 9.83 ft | 5 ft | 7,000 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 40 | 8 for sale | 1979 | 39.54 ft | 11.83 ft | 7.17 ft | 17,000 lbs | Monohull | Doug Peterson | Masthead Sloop | Fin |
| Islander 32-2 | 5 for sale | 1976 | 31.96 ft | 11.08 ft | 5.33 ft | 10,500 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander Freeport 36 | 5 for sale | 1976 | 35.75 ft | 12 ft | 5.25 ft | 17,000 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 37 | 5 for sale | 1966 | 36.5 ft | 10.83 ft | 5.42 ft | 14,000 lbs | Monohull | Bruce King | Masthead Sloop | Fin |
| Islander 41 | 4 for sale | 1972 | 41.17 ft | 13 ft | 6.5 ft | 21,900 lbs | Monohull | Alan P. Gurney | Masthead Sloop | Fin |
| Islander 32 | 3 for sale | 1963 | 32.5 ft | 10 ft | 4.5 ft | 9,700 lbs | Monohull | J. H. McGlasson | Masthead Sloop | Fin |
| Islander 34 | 3 for sale | 1964 | 33.58 ft | 10 ft | 4.5 ft | 10,400 lbs | Monohull | McGlasson/Islander | Masthead Sloop | Fin |
| Islander 40 MS | 3 for sale | 1970 | 44 ft | 13.17 ft | 4.75 ft | 28,000 lbs | Monohull | Charles Davies | Ketch | Full |
| Islander Bahama 30 | 2 for sale | 1973 | 29.92 ft | 10 ft | 5 ft | 8,230 lbs | Monohull | Bob Finch | Masthead Sloop | Fin |
| Islander Bahama 24 | 1 for sale | 1964 | 24 ft | 7.83 ft | 3.42 ft | 4,200 lbs | Monohull | J. H. McGlasson | Masthead Sloop | Full |
| Islander Bahama 28 | 1 for sale | 1981 | 27.92 ft | 9.83 ft | 5.5 ft | 7,000 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 29 | 1 for sale | 1968 | 29.08 ft | 8.83 ft | 3.67 ft | 7,800 lbs | Monohull | J.H.McGlasson | Masthead Sloop | Fin |
| Islander 30 | 1 for sale | 1968 | 29.58 ft | 8.83 ft | 3.67 ft | 8,400 lbs | Monohull | J.H.McGlasson | Masthead Sloop | Fin |
| Islander 30 Mk II | 1 for sale | 1970 | 30 ft | 10 ft | 5 ft | 8,600 lbs | Monohull | Robert Finch | Masthead Sloop | Fin |
| Islander 34-2 | 1 for sale | 1983 | 34.33 ft | 11 ft | 6.17 ft | 9,656 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 38 C | 1 for sale | 1983 | 38 ft | 12 ft | 5.25 ft | 17,000 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 55 | 1 for sale | 1968 | 54.67 ft | 14 ft | 11.33 ft | 38,000 lbs | Monohull | Bruce King | Masthead Sloop | Centerboard |
| Islander 21 | — | 1965 | 20.82 ft | 7.83 ft | 3.33 ft | 1,950 lbs | Monohull | J. H. McGlasson | Masthead Sloop | Fin |
| Islander 23 | — | 1968 | 22.5 ft | 7.5 ft | 2.75 ft | 2,688 lbs | Monohull | L. Wakefield | Masthead Sloop | Twin |
| Islander 24 | — | 1961 | 24 ft | 7.83 ft | 3.42 ft | 3,300 lbs | Monohull | J. H. McGlasson | Masthead Sloop | Full |
| Islander 26 | — | 1976 | 25.83 ft | 10 ft | 3.9 ft | 4,760 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander Bahama 26 | — | 1976 | 26 ft | 10 ft | 3.9 ft | 5,500 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 27 | — | 1969 | 26.58 ft | 8 ft | 4 ft | 4,100 lbs | Monohull | A.S. Pendell | Masthead Sloop | Fin |
| Islander 27-2 | — | 1987 | 27.25 ft | 8.33 ft | 3.33 ft | 4,350 lbs | Monohull | — | Fractional Sloop | Fin |
| Islander 32-3 | — | 1977 | 31.96 ft | 11.08 ft | 5.33 ft | 10,500 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 33 | — | 1964 | 32.58 ft | 10.16 ft | 4.5 ft | 10,000 lbs | Monohull | J. H. McGlasson | Masthead Sloop | Fin |
| Islander 37 MS | — | 1974 | 36.5 ft | 10.83 ft | 5.92 ft | 14,900 lbs | Monohull | Bruce King | Cutter | Fin |
| Islander Freeport 38 | — | 1983 | 38 ft | 12 ft | 5.25 ft | 17,000 lbs | Monohull | Robert Perry | Masthead Sloop | Fin |
| Islander 44 | — | 1962 | 43.83 ft | 11 ft | 5.83 ft | 22,500 lbs | Monohull | William Lapworth | Masthead Sloop | Fin |
| Islander 48 C | — | 1982 | 47.5 ft | 13.83 ft | 5.87 ft | 29,125 lbs | Monohull | Ted Brewer | Cutter | Fin |
Islander Sailboats between 20 – 30 ft
masthead sloop1965

Islander 21
- LOA
- 20.82'
- Beam
- 7.83'
- Draft
- 3.33'
- Displ.
- 2k lb
masthead sloop1968

Islander 23
- LOA
- 22.5'
- Beam
- 7.5'
- Draft
- 2.75'
- Displ.
- 3k lb
masthead sloop1961–67
Islander 24
- LOA
- 24'
- Beam
- 7.83'
- Draft
- 3.42'
- Displ.
- 3k lb
masthead sloop1964–70

Islander Bahama 24
- LOA
- 24'
- Beam
- 7.83'
- Draft
- 3.42'
- Displ.
- 4k lb
Median ask$ 18k
For sale1
masthead sloop1976–77

Islander 26
- LOA
- 25.83'
- Beam
- 10'
- Draft
- 3.9'
- Displ.
- 5k lb
masthead sloop1976

Islander Bahama 26
- LOA
- 26'
- Beam
- 10'
- Draft
- 3.9'
- Displ.
- 6k lb
masthead sloop1969

Islander 27
- LOA
- 26.58'
- Beam
- 8'
- Draft
- 4'
- Displ.
- 4k lb
fractional sloop1987

Islander 27-2
- LOA
- 27.25'
- Beam
- 8.33'
- Draft
- 3.33'
- Displ.
- 4k lb
masthead sloop1975–85

Islander 28
- LOA
- 27.92'
- Beam
- 9.83'
- Draft
- 5'
- Displ.
- 7k lb
Median ask$ 6k
For sale9
masthead sloop1981–85
Islander Bahama 28
- LOA
- 27.92'
- Beam
- 9.83'
- Draft
- 5.5'
- Displ.
- 7k lb
Median ask$ 9k
For sale1
masthead sloop1968–69

Islander 29
- LOA
- 29.08'
- Beam
- 8.83'
- Draft
- 3.67'
- Displ.
- 8k lb
Median ask$ 5k
For sale1
masthead sloop1968

Islander 30
- LOA
- 29.58'
- Beam
- 8.83'
- Draft
- 3.67'
- Displ.
- 8k lb
Median ask$ 23k
For sale1
masthead sloop1973–85

Islander Bahama 30
- LOA
- 29.92'
- Beam
- 10'
- Draft
- 5'
- Displ.
- 8k lb
Median ask$ 27k
For sale2
Islander Sailboats between 30 – 40 ft
masthead sloop1970–85
Islander 30 Mk II
- LOA
- 30'
- Beam
- 10'
- Draft
- 5'
- Displ.
- 9k lb
Median ask$ 3k
For sale1
masthead sloop1976–79

Islander 32-2
- LOA
- 31.96'
- Beam
- 11.08'
- Draft
- 5.33'
- Displ.
- 11k lb
Median ask$ 18k
For sale5
masthead sloop1977
Islander 32-3
- LOA
- 31.96'
- Beam
- 11.08'
- Draft
- 5.33'
- Displ.
- 11k lb
masthead sloop1963–67

Islander 32
- LOA
- 32.5'
- Beam
- 10'
- Draft
- 4.5'
- Displ.
- 10k lb
Median ask$ 17k
For sale3
masthead sloop1964–71

Islander 33
- LOA
- 32.58'
- Beam
- 10.16'
- Draft
- 4.5'
- Displ.
- 10k lb
masthead sloop1964

Islander 34
- LOA
- 33.58'
- Beam
- 10'
- Draft
- 4.5'
- Displ.
- 10k lb
Median ask$ 29k
For sale3
masthead sloop1983–85

Islander 34-2
- LOA
- 34.33'
- Beam
- 11'
- Draft
- 6.17'
- Displ.
- 10k lb
Median ask$ 50k
For sale1
masthead sloop1976–84

Islander Freeport 36
- LOA
- 35.75'
- Beam
- 12'
- Draft
- 5.25'
- Displ.
- 17k lb
Median ask$ 42k
For sale5
masthead sloop1971–86

Islander 36
- LOA
- 36.08'
- Beam
- 11.17'
- Draft
- 6'
- Displ.
- 13k lb
Median ask$ 20k
For sale21
masthead sloop1966–72

Islander 37
- LOA
- 36.5'
- Beam
- 10.83'
- Draft
- 5.42'
- Displ.
- 14k lb
Median ask$ 47k
For sale5
cutter1974

Islander 37 MS
- LOA
- 36.5'
- Beam
- 10.83'
- Draft
- 5.92'
- Displ.
- 15k lb
masthead sloop1983–85
Islander Freeport 38
- LOA
- 38'
- Beam
- 12'
- Draft
- 5.25'
- Displ.
- 17k lb
masthead sloop1983

Islander 38 C
- LOA
- 38'
- Beam
- 12'
- Draft
- 5.25'
- Displ.
- 17k lb
Median ask$ 32k
For sale1
masthead sloop1979

Islander 40
- LOA
- 39.54'
- Beam
- 11.83'
- Draft
- 7.17'
- Displ.
- 17k lb
Median ask$ 42k
For sale8
Islander Sailboats between 40 – 50 ft
ketch1974

Islander Freeport 41
- LOA
- 41'
- Beam
- 13.17'
- Draft
- 5'
- Displ.
- 22k lb
Median ask$ 50k
For sale15
masthead sloop1972
Islander 41
- LOA
- 41.17'
- Beam
- 13'
- Draft
- 6.5'
- Displ.
- 22k lb
Median ask$ 56k
For sale4
masthead sloop1962

Islander 44
- LOA
- 43.83'
- Beam
- 11'
- Draft
- 5.83'
- Displ.
- 23k lb
ketch1970

Islander 40 MS
- LOA
- 44'
- Beam
- 13.17'
- Draft
- 4.75'
- Displ.
- 28k lb
Median ask$ 30k
For sale3
cutter1982–85

Islander 48 C
- LOA
- 47.5'
- Beam
- 13.83'
- Draft
- 5.87'
- Displ.
- 29k lb
