Top boat rentals near Fairfield, Connecticut

Fairfield, Connecticut

30 Sloop in New York Harbor
6 Photos

30 Sloop in New York Harbor

$650 half day ·
1-6 passengers
5.0/5 stars 27 · Captain Included
Sail Aboard Sailing Yacht Sunset
14 Photos

Sail Aboard Sailing Yacht Sunset

$850 half day ·
1-6 passengers
5.0/5 stars 6 · Captain Included
Beautiful Sailing Yacht only $100 pp $400 minimum
18 Photos

Beautiful Sailing Yacht only $100 pp $400 minimum

$400 per day ·
1-10 passengers
5.0/5 stars 14 · Captain Included
34' Gemini 2010 Catamaran Long Island
14 Photos

34' Gemini 2010 Catamaran Long Island

$1,160 per day ·
1-6 passengers
5.0/5 stars 2 · No Captain
Something Blue Sailing Adventures
7 Photos

Something Blue Sailing Adventures

$600 half day ·
1-6 passengers
5.0/5 stars 2 · Captain Included
Historic Sailing Yacht Ventura
19 Photos

Historic Sailing Yacht Ventura

$3,000 half day ·
1-28 passengers
0.0/5 stars · Captain Included
51โ€™ Luxury Catamaran Catatonic 500!
5 Photos

51โ€™ Luxury Catamaran Catatonic 500!

$1,725 half day ·
1-12 passengers
0.0/5 stars · Captain Included
Sailing Tour of New York and Brooklyn
24 Photos

Sailing Tour of New York and Brooklyn

$640 half day ·
1-8 passengers
5.0/5 stars 2 · Captain Included
Tara
6 Photos

Tara

$1,200 half day ·
1-6 passengers
5.0/5 stars 2 · Captain Included
Sail the NYC Skyline in a Pearson 31!
10 Photos

Sail the NYC Skyline in a Pearson 31!

$495 per day ·
1-7 passengers
5.0/5 stars 1 · No Captain
Sleep/Sail on a 35' yacht in the Thimble Islands
24 Photos

Sleep/Sail on a 35' yacht in the Thimble Islands

$1,000 half day ·
1-6 passengers
5.0/5 stars 1 · Captain Included
Sail NYC's skyline aboard a classic yacht!
66 Photos

Sail NYC's skyline aboard a classic yacht!

$1,035 half day ·
1-6 passengers
5.0/5 stars 1 · Captain Included
Sail Peconic Bay in Style and Comfort
5 Photos

Sail Peconic Bay in Style and Comfort

$350 half day ·
1-6 passengers
0.0/5 stars · Captain Included
Al Vento Nyack Boat Charter
7 Photos

Al Vento Nyack Boat Charter

$2,200 half day ·
1-12 passengers
0.0/5 stars · Captain Included
A Long Island Sound Sailing Experience!
13 Photos

A Long Island Sound Sailing Experience!

$600 half day ·
1-6 passengers
0.0/5 stars · Captain Included
Sails call
7 Photos

Sails call

$586 half day ·
1-6 passengers
0.0/5 stars · Captain Available
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