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Ranking
Longest climbs -
Longest
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Steepest
Longest
Elevation gain
Highest
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1
1
2
3
4
...
7
51
Poggio Meta via Montepescini
6.2 km
5.9%
289
Done
Bucket list
3
52
Piancastagnaio from Casa del Corto
6.1 km
6.8%
326
Done
Bucket list
2
53
Abbadia San Salvatore from Podere La Vigna
6 km
6.6%
328
Done
Bucket list
2
54
Villa a Sesta from Castelnuovo Berardenga
5.9 km
1.9%
43
Done
Bucket list
5
2.0
(1)
55
Mensano from Casole d'Elsa
5.8 km
3.5%
108
Done
Bucket list
4
56
Passo del Raspatoio via Fontazzi
5.7 km
5.1%
188
Done
Bucket list
3
57
Passo dell'Incrociati from Sovicille
5.7 km
4.7%
170
Done
Bucket list
3
3.0
(1)
58
Castello di Brolio from Osteria della Passeria
5.6 km
3.8%
125
Done
Bucket list
4
4.0
(1)
59
Poggio Macinaio via San Lorenzo a Merse
5.5 km
5.1%
160
Done
Bucket list
3
60
Montepulciano from Gracciano
5.4 km
4.6%
148
Done
Bucket list
4
61
Chiusdino via Castelletto
5.4 km
4.4%
125
Done
Bucket list
4
62
Monte Luco via Nusenna
5.4 km
8.4%
482
Done
Bucket list
2
3.0
(1)
63
Passo di Celsa from Scorgiano
5.3 km
5.7%
257
Done
Bucket list
3
64
Salita di Coltibuono from La Villa
5.2 km
4.6%
131
Done
Bucket list
4
65
Borgo Scopeto from Ponte a Bozzone
5.1 km
4%
114
Done
Bucket list
4
66
Trequanda via Scrofiano
5 km
5.4%
242
Done
Bucket list
3
67
Montepulciano via Via Antica Chiusina
5 km
5.5%
194
Done
Bucket list
3
68
Pievasciata from San Giovanni a Cerreto
4.9 km
3.3%
82
Done
Bucket list
4
69
Pievasciata from Pianella
4.9 km
4.4%
147
Done
Bucket list
4
70
Vagliagli from Pievasciata
4.8 km
2.1%
42
Done
Bucket list
5
71
Grotti Alto from Ponte della Sorra
4.8 km
3.8%
92
Done
Bucket list
4
72
Pievasciata via Geggiano
4.8 km
4.7%
169
Done
Bucket list
3
73
Colle Petroso from Castellina in Chianti
4.7 km
2.4%
44
Done
Bucket list
5
74
Castello di Cosona from Bellaria
4.6 km
2.2%
57
Done
Bucket list
5
75
Via di Collalto from Trequenda
4.5 km
3%
65
Done
Bucket list
5
76
Radiconcoli Southwest
4.5 km
6%
189
Done
Bucket list
3
77
Montepulciano from Ascianello
4.4 km
6.4%
269
Done
Bucket list
3
78
Campiglia d’Orcia from Ricorsi
4.4 km
6.8%
270
Done
Bucket list
3
79
Strada della Paneretta from Poggibonsi
4.4 km
5.5%
222
Done
Bucket list
3
4.0
(1)
80
Via di Collalto via Farnetella
4.4 km
6.3%
232
Done
Bucket list
3
81
Salita di Anqua from Ponte di Fiume Cecina
4.3 km
6.6%
272
Done
Bucket list
3
82
Tegoia from Sovicille
4.2 km
5.6%
145
Done
Bucket list
4
83
San Donato from Castel San Gimignano
4.2 km
4.3%
94
Done
Bucket list
4
84
Poggio Pitte from San Gimignano
4.1 km
4.8%
127
Done
Bucket list
4
85
Montebello via Frosini
4.1 km
4%
81
Done
Bucket list
4
86
Pienza from Ponte di Torrente Tuoma
4 km
3.9%
82
Done
Bucket list
4
87
Monteguidi from Ponte di Fiume Cecina
4 km
5.7%
142
Done
Bucket list
4
88
Poggio al Vento from Casa Molini
3.9 km
4.8%
131
Done
Bucket list
4
89
Poggio Gambocci from Torrenieri
3.8 km
2.5%
62
Done
Bucket list
5
90
Salita di Ama via Lecchi
3.7 km
6.4%
165
Done
Bucket list
3
91
Poggio Macinaio from Ponte La Gonna
3.7 km
5.1%
114
Done
Bucket list
4
92
Grotti Alto from Bagnaia
3.6 km
4.8%
163
Done
Bucket list
3
5.0
(1)
93
Villa a Sesta via La Pagliaia
3.6 km
4.7%
129
Done
Bucket list
4
94
Poggio Oliveto from Asciano
3.6 km
4.1%
77
Done
Bucket list
4
95
Bellavista via Strada Provinciale di Radicondoli
3.4 km
5.9%
143
Done
Bucket list
4
96
San Quirico d'Orcia via Via Casia
3.4 km
4.6%
82
Done
Bucket list
4
97
San Gimignano via Via San Gimignano
3.3 km
5.8%
125
Done
Bucket list
4
98
San Gimignano from Poggio Muleti
3.3 km
6.1%
162
Done
Bucket list
3
99
San Quirico d'Orcia via Via Casia Sud
3.2 km
3.9%
59
Done
Bucket list
5
100
San Quirico d'Orcia from Celamonti
3.2 km
4.8%
83
Done
Bucket list
4
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