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Best results for

Sailing in Monterey, CA

Showing 1-14 of 14 results
Santa Cruz 1.5-Hour Beer Tasting Sail

Santa Cruz 1.5-Hour Beer Tasting Sail

Local beer, gourmet pizza, and Monterey Bay views from a 65-foot catamaran

4.9 • 462 reviews
$81/ person
Daytime Catamaran Sailing Cruise

Daytime Catamaran Sailing Cruise

Relax on a 35-minute Monterey Bay sail with included drink and snacks

4.9 • 246 reviews
$63/ person
Santa Cruz Daytime Sailing Cruise

Santa Cruz Daytime Sailing Cruise

A relaxed catamaran sail for coastal views and Monterey Bay wildlife

4.9 • 462 reviews
$69/ person
Private Sailing Cruise on Monterey Bay

Private Sailing Cruise on Monterey Bay

Private keelboat sailing for up to 6 from Old Fisherman’s Wharf

4.9 • 246 reviews
$996
Santa Cruz 1.5-Hour Sunset Sailing Cruise

Santa Cruz 1.5-Hour Sunset Sailing Cruise

Sail Monterey Bay's coastline as the day gives way to sunset

4.9 • 462 reviews
$69/ person
Sunset Catamaran Sailing Cruise in Monterey

Sunset Catamaran Sailing Cruise in Monterey

Sail Monterey Bay at sunset with a drink and snacks included

4.9 • 246 reviews
$94/ person
Santa Cruz Regatta Sail

Santa Cruz Regatta Sail

Watch Santa Cruz’s Wednesday regatta from a 65-foot catamaran

4.9 • 462 reviews
$69/ person
Intro to Sailing Lesson at Old Fisherman's Wharf Monterey

Intro to Sailing Lesson at Old Fisherman's Wharf Monterey

Learn sailing basics in a 2-hour class from Old Fisherman’s Wharf

4.9 • 246 reviews
$169/ person
Sunset Catamaran Sail on Monterey Bay in Santa Cruz

Sunset Catamaran Sail on Monterey Bay in Santa Cruz

Ease into the evening with sunset views from a smooth, stable catamaran

4.9 • 462 reviews
$81/ person
Coastal Navigation Course in Monterey

Coastal Navigation Course in Monterey

Practice coastal navigation skills on the water in Monterey

4.9 • 246 reviews
$550/ person
Santa Cruz 1-Hour Daytime Sailing Cruise

Santa Cruz 1-Hour Daytime Sailing Cruise

See Santa Cruz’s coastline from a smooth, stable 65-foot catamaran

4.9 • 462 reviews
$47/ person
30' Keelboat Sailing Course in Monterey

30' Keelboat Sailing Course in Monterey

Build practical keelboat sailing skills in a small-group course

4.9 • 246 reviews
$1,059/ person
Catamaran Sailing Tour Along the Santa Cruz Coast

Catamaran Sailing Tour Along the Santa Cruz Coast

See the coast from the water aboard a smooth, stable catamaran

4.9 • 462 reviews
$81/ person
3-Day Coastal Cruising Course in Monterey

3-Day Coastal Cruising Course in Monterey

Build coastal cruising skills through hands-on sailing and ASA certification testing

4.9 • 246 reviews
$1,059/ person
Monterey Things To Do
SailingWhale Watching26Surfing Lessons22Fishing Charters13Bike Tours7
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  • Boat Rentals5
  • Motorcycle Tours5
  • Stand Up Paddle Boarding5
  • Heritage Walks4
  • Bike Rentals3
  • Kayaking Tours3
  • Train Tours3