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Best results for

Sailing in Poway, CA

Showing 1-24 of 45 results
Burial at Sea Ash Scattering Sail in Oceanside

Burial at Sea Ash Scattering Sail in Oceanside

Share a farewell at sea with your family beside you

5.0 • 419 reviews
$954
2.5-Hour Private Sunset Sail in San Diego

2.5-Hour Private Sunset Sail in San Diego

Sail San Diego Bay at sunset on a private 2.5-hour charter

5.0 • 323 reviews
$525& up
Private Sailing & Swim Charter in San Diego

Private Sailing & Swim Charter in San Diego

Pair time under sail with a swim stop and paddleboard play

5.0 • 284 reviews
$1,037
Private San Diego Bay Sailing Charter

Private San Diego Bay Sailing Charter

Make room for your own celebration on a fully private sail

5.0 • 131 reviews
$636/ boat
Private Midday Sailing Charter in San Diego

Private Midday Sailing Charter in San Diego

See San Diego’s historic waterfront on a private daytime sail

4.9 • 877 reviews
$631& up
Sail San Diego Bay Catamaran Cruise With Drinks

Sail San Diego Bay Catamaran Cruise With Drinks

Sail San Diego Bay on a small-group catamaran with drinks included

4.9 • 258 reviews
$660
Classic Yacht Afternoon Sail on San Diego Bay

Classic Yacht Afternoon Sail on San Diego Bay

Sail a classic yacht past San Diego Bay landmarks with drinks and snacks

4.9 • 113 reviews
$125/ person
Private Afternoon Sailing Charter in Oceanside

Private Afternoon Sailing Charter in Oceanside

Let the wind carry you aboard your own private sailing yacht

5.0 • 19 reviews
$477
Private Sailing Charter in Oceanside Harbor

Private Sailing Charter in Oceanside Harbor

Take the helm and scan the water for marine life

5.0 • 7 reviews
$318
2.5-Hour Private Sailing Charter in San Diego Bay

2.5-Hour Private Sailing Charter in San Diego Bay

Sail, swim, and toast aboard a private yacht

$1,018
Private Sunset Sailing Tour in San Diego

Private Sunset Sailing Tour in San Diego

Sail into sunset with views of the Pacific and San Diego skyline

$694& up
Private Sailing Charter from Oceanside Harbor

Private Sailing Charter from Oceanside Harbor

Make your time under sail as hands-on or relaxed as you like

5.0 • 419 reviews
$426& up
Custom Half-Day Sailing Charter in Oceanside

Custom Half-Day Sailing Charter in Oceanside

Slow down and shape your own day on the water

5.0 • 419 reviews
$1,137
2.5-Hour Sailing Charter in San Diego

2.5-Hour Sailing Charter in San Diego

Take the helm on a private sail past San Diego’s waterfront landmarks

5.0 • 323 reviews
$525& up
Morning Sailing Charter in San Diego

Morning Sailing Charter in San Diego

Private bay sailing with Point Loma or Coronado routes

5.0 • 323 reviews
$525& up
Private Sail & Swim Charter With Paddle Boards in San Diego

Private Sail & Swim Charter With Paddle Boards in San Diego

Enjoy sailing and time in the water without choosing between them

5.0 • 284 reviews
$1,309
Private Sailing Charter to Point Loma in San Diego

Private Sailing Charter to Point Loma in San Diego

Relax at sea with your own crew and views of the California coast and Mexico

5.0 • 284 reviews
$1,091
Early Afternoon Sailing Tour in San Diego

Early Afternoon Sailing Tour in San Diego

Trade the city streets for coastal views under sail

5.0 • 131 reviews
$116/ person
Midday Sailing Tour in San Diego

Midday Sailing Tour in San Diego

Take in San Diego’s city views under sail

5.0 • 131 reviews
$116/ person
Private 3-Hour Sailing Lesson in San Diego

Private 3-Hour Sailing Lesson in San Diego

Learn to sail in a private 3-hour lesson with a US Coast Guard certified captain

4.9 • 877 reviews
$689
Private Sailing Charter in San Diego

Private Sailing Charter in San Diego

Customize a private sail with your own captain and crew

4.9 • 877 reviews
$1,198& up
Private Catamaran Sailing Charter on San Diego Bay

Private Catamaran Sailing Charter on San Diego Bay

Charter a private catamaran for your special occasion on San Diego Bay

4.9 • 258 reviews
$660
Sunset Sailing Cruise in San Diego

Sunset Sailing Cruise in San Diego

Unwind on an evening sail with drinks and skyline views

4.9 • 258 reviews
$119/ person
Sunset Sail on a Classic Yacht in San Diego Bay

Sunset Sail on a Classic Yacht in San Diego Bay

A classic-yacht sunset sail with drinks and San Diego Bay views

4.9 • 113 reviews
$125/ person
12
Poway Things To Do
SailingYacht Charters45Boat Rentals40Bike Rentals28Whale Watching26
More
  • Animal Sanctuaries22
  • Fishing Charters22
  • Stand Up Paddle Boarding21
  • Boat Tours19
  • Equipment Rental18
  • Food Tours18
  • Surfing Lessons15
  • Wine Tours15
  • Zoo Tours15
City Tours
11
  • Ghost and Haunted10
  • Paddleboarding10
  • Bird Watching Tours9
  • Brewery Tours8
  • Guided Tours8
  • Seasonal and Holiday7
  • Axe Throwing6
  • Car Rentals6
  • Day Trips6
  • Dinner Cruises6