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All listings in San Diego

Great sailboat rentals near San Diego, California.

5.0(Average of 191 reviews in this area)
20 listings
Lets go sailing in San Diego!
Sailing in Coronado · 10 guests

Lets go sailing in San Diego!

5.0
Best of 2022
$50hour
Experience our Carver Yacht 🛥💦perfect for any business event or Bday Party! Nighttime Events or Daytime are the best in Sunny San Diego!
Events in National City · 13 guests

Experience our Carver Yacht 🛥💦perfect for any business event or Bday Party! Nighttime Events or Daytime are the best in Sunny San Diego!

4.8
$250hour
25ft Sailing or Motor Fun in Sunny San Diego
Sailing in San Diego · 6 guests

25ft Sailing or Motor Fun in Sunny San Diego

5.0
$125hour
60’ Private Luxury Sailing Yacht. Our prices start at $600/hr for 1-10psgrs
Sailing in San Diego · 30 guests

60’ Private Luxury Sailing Yacht. Our prices start at $600/hr for 1-10psgrs

4.9
Best of 2022
$600hour
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$250hour
Sail San Diego on 68ft Wooden Sailing Yacht
Sailing in San Diego · 30 guests

Sail San Diego on 68ft Wooden Sailing Yacht

5.0
$550hour
Charter 36' 1967 Cal Jensen in San Diego, California
Sailing in San Diego · 6 guests

Charter 36' 1967 Cal Jensen in San Diego, California

5.0
$127person
Enjoy a J/80 Performance Sailing Sloop in San Diego, California
Sailing in San Diego · 4 guests

Enjoy a J/80 Performance Sailing Sloop in San Diego, California

5.0
$300day
Enjoy a 35' Sloop J/105 Sailing Charter in San Diego, California
Sailing in San Diego · 6 guests

Enjoy a 35' Sloop J/105 Sailing Charter in San Diego, California

5.0
$600day
2-Hours Sailing Tours in San Diego Bay
Sailing in San Diego · 12 guests

2-Hours Sailing Tours in San Diego Bay

5.0
$90person
45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay
Sailing in San Diego · 6 guests

45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay

5.0
$650hour
Enjoy 139' - Luxury Charter Schooner in San Diego
Sailing in San Diego · 77 guests

Enjoy 139' - Luxury Charter Schooner in San Diego

5.0
$1,750hour
Luxury 45' Rinker 370 Express Bay Cruiser for your party in San Diego, California
Events in San Diego · 12 guests

Luxury 45' Rinker 370 Express Bay Cruiser for your party in San Diego, California

New
$400hour
65' Azimut Flybridge Power Mega Yacht Charter in San Diego, California
Events in San Diego · 12 guests

65' Azimut Flybridge Power Mega Yacht Charter in San Diego, California

New
$950hour
1927 Classic Sailing Yacht in San Diego
Sailing in San Diego · 12 guests

1927 Classic Sailing Yacht in San Diego

New
$500hour
Sailing Charter on Authentic America's Cup Racing Yacht in San Diego, CA
Sailing in San Diego · 12 guests

Sailing Charter on Authentic America's Cup Racing Yacht in San Diego, CA

New
$500hour
Charter 58ft Majestic Sailing Yacht in San Diego, California
Sailing in San Diego · 12 guests

Charter 58ft Majestic Sailing Yacht in San Diego, California

New
$125person
Cast-off, Sail away on a 46' Bavaria Sloop Sailing Yacht!!
Sailing in Chula Vista · 5 guests

Cast-off, Sail away on a 46' Bavaria Sloop Sailing Yacht!!

New
$500hour
30ft Cruising Monohull Rental in San Diego, California
Sailing in San Diego · 6 guests

30ft Cruising Monohull Rental in San Diego, California

New
$120hour
Kayaks for Rent in San Diego, California
San Diego · 1 guest

Kayaks for Rent in San Diego, California

New
$50day

Top Destinations Nearby

Sailing Reviews in San Diego

  1. SM
    Sid
    60’ Private Luxury Sailing Yacht. Our prices start at $600/hr for 1-10psgrs

    1000% HIGHLY RECOMMEND!!! We rented this yacht for a co-ed Bachelor/Bachelorette event and we had an AMAZING time. BB's communication was on point, anything I asked she replied immediately. The whole crew was super friendly. It got a little windy and they even provided some blankets for us. I can't express how awesome this experience was.

  2. Renato
    Renato
    Lets go sailing in San Diego!

    We had the most amazing sailing experience with Gabriel! We sailed through the Pacific and saw a bunch of seals. The weather was perfect and we were able to cook a great meal on board with the bbq- cooked some ribeyes and made a big salad. We had the best time and highly recommend this sailing experience to anyone visiting San Diego :)

  3. BW
    Brian
    Lets go sailing in San Diego!

    Gabriel provided a great experience, and was extremely accommodating with special requests that I had, as well as even a very last minute request to stay out on the water a little longer. Would definitely book with Gabriel again in the future.

  4. MM
    Madeline
    60’ Private Luxury Sailing Yacht. Our prices start at $600/hr for 1-10psgrs

    We had an amazing experience. Jim and BB were very accommodating to our group. The staff were fun and the sail was beautiful. Would definitely recommend and would come again in the future. Thanks!! :)

  5. Mikaela
    Mikaela
    Lets go sailing in San Diego!

    Gabriel was a wonderful captain for us! He even taught us to sail. Gabriel was punctual and his boat was in good order — definitely recommend if you want to see San Diego in a different light!

  6. CC
    Cecie
    Sail San Diego on 68ft Wooden Sailing Yacht

    The boat and crew are amazing! Had the best time and would absolutley recommend to anyone looking for a great sail in the San Diego area!