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Best results for

Sailing in La Jolla, CA

Showing 1-24 of 28 results
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 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 • 251 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 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
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
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 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 • 251 reviews
$660
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
Private Sailboat Charter with Coffee in Oceanside

Private Sailboat Charter with Coffee in Oceanside

Hold your next work meeting on the water with ocean views

5.0 • 7 reviews
$318
4-Hour Sailing Charter in San Diego

4-Hour Sailing Charter in San Diego

Sail the coastline, swim in a calm bay, and relax on the water

$1,479
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 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
Sunset Sailing Cruise in San Diego

Sunset Sailing Cruise in San Diego

Unwind on an evening sail with drinks and skyline views

4.9 • 251 reviews
$119/ person
Private Sailboat Cruise & Wine Tasting in San Diego

Private Sailboat Cruise & Wine Tasting in San Diego

Sail San Diego Bay, then savor local wine on a private outing

3.4 • 217 reviews
$529& up
San Diego 4-Hour Sail & Swim Charter

San Diego 4-Hour Sail & Swim Charter

Cruise San Diego Bay, swim in Glorietta Bay, and explore your preferred route

5.0 • 323 reviews
$795& up
Bottomless Mimosa Sailing Cruise in San Diego

Bottomless Mimosa Sailing Cruise in San Diego

Sail San Diego Bay with bottomless mimosas on a 2-hour morning cruise

4.9 • 877 reviews
$80/ person
Small-Group Sailing Yacht Cruise on San Diego Bay

Small-Group Sailing Yacht Cruise on San Diego Bay

Share a relaxed yacht sail with coastal views and a group toast

$253/ person
San Diego Rady Shell Concert Sailing Experience

San Diego Rady Shell Concert Sailing Experience

Sail to a Rady Shell concert and watch from the water

5.0 • 323 reviews
$795& up
Private Midday Sailing Charter in San Diego Bay

Private Midday Sailing Charter in San Diego Bay

Private coastal views with complimentary drinks and snacks

4.9 • 877 reviews
$631
3-Hour Midday Sailing Cruise In San Diego

3-Hour Midday Sailing Cruise In San Diego

Midday sail in San Diego with drinks and snacks included

4.9 • 877 reviews
$116/ person
Private Sailing Charter in San Diego

Private Sailing Charter in San Diego

Sail San Diego Bay or the open ocean with your own captain and crew

4.9 • 877 reviews
$1,675& up
Birthday Sailing Charter in San Diego

Birthday Sailing Charter in San Diego

Celebrate your birthday with a private sail on San Diego Bay

4.9 • 877 reviews
$631& up
12
La Jolla Things To Do
SailingYacht Charters37Whale Watching24Bike Rentals23Fishing Charters18
More
  • Stand Up Paddle Boarding17
  • Boat Rentals16
  • Wine Tours14
  • Food Tours12
  • Boat Tours11
  • Surfing Lessons10
  • Bird Watching Tours9
City Tours
9
  • Equipment Rental7
  • Guided Tours7
  • Brewery Tours6
  • Car Rentals6
  • Dinner Cruises6
  • Kayaking Tours6
  • Motorcycle Tours6
  • Sunrise and Sunset Tours6
  • Bike Tours5
  • Day Trips5
  • Paddleboarding5
  • Scuba Diving5