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All listings in San Diego

Great sailboat rentals near San Diego, California.

5.0(Average of 185 reviews in this area)
16 listings
😍Experience Peace and Tranquility 😍🍷🍾
Sailing in Coronado · 4 guests

😍Experience Peace and Tranquility 😍🍷🍾

5.0
$100hour
Lets go sailing in San Diego!
Sailing in Coronado · 10 guests

Lets go sailing in San Diego!

5.0
$50hour
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
$325hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

4.9
$250hour
Unique Norwegian-Viking Charter Boat in Mission Bay, San Diego
Sailing in San Diego · 12 guests

Unique Norwegian-Viking Charter Boat in Mission Bay, San Diego

New
Superowner
Best of 2023
$590hour
60’ Premier Luxury Sailing Yacht. Pricing  starts at  $600/hr
Sailing in San Diego · 30 guests

60’ Premier Luxury Sailing Yacht. Pricing starts at $600/hr

5.0
Superowner
Best of 2023
$600hour
Sail San Diego on 68ft Wooden Sailing Yacht
Sailing in San Diego · 30 guests

Sail San Diego on 68ft Wooden Sailing Yacht

5.0
$500-$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
2-Hours Sailing Tours in San Diego Bay
Sailing in San Diego · 12 guests

2-Hours Sailing Tours in San Diego Bay

5.0
$127person
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
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
$550-$650hour
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 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
"Abracadabra" Yacht Charter in San Diego, CA
Sailing in San Diego · 13 guests

"Abracadabra" Yacht Charter in San Diego, CA

New
$1,122hour
1927 Classic Sailing Yacht in San Diego
Sailing in San Diego · 12 guests

1927 Classic Sailing Yacht in San Diego

New
$500hour
Unique Norwegian-Viking Charter Boat in Mission Bay, San Diego
Sailing in San Diego · 12 guests

Unique Norwegian-Viking Charter Boat in Mission Bay, San Diego

New
$550hour

Sailing Reviews in San Diego

  1. JL
    Jonathan
    San Diego Bay Sailing Experience

    Amazing host, they accommodated my engagement proposal perfectly. Had a blast on the amazing sail boat. Definitely recommend it!! Unbelievable experience

  2. SI
    Sudeshna
    😍Experience Peace and Tranquility 😍🍷🍾

    The boat ride with Captain Jay was amazing! I celebrated my husband’s birthday on his boat. The communication was really smooth with him. He also kept in mind all the details that I had shared with him. Also, decorated the boat to perfection! Had a memorable and lovely time

  3. MM
    Mike
    San Diego Bay Sailing Experience

    Lots of fun! My colleagues and I had a great time with Captain Stu on Aaron's boat. Recommended!

  4. RG
    Richard
    😍Experience Peace and Tranquility 😍🍷🍾

    Amazing time! Above and beyond!

  5. YC
    Yaritza
    Lets go sailing in San Diego!

    Gabriel was an awesome captain! He reached out once it was closer to the trip and kept constant communication. The boat was clean and spacious! My friends loved the opportunity to steer the boat. We got great pictures too and had a chance to jump in the ocean. Gabriel was super fun and matched the group’s vibe perfectly! Never a dull moment :)

  6. HH
    Harry
    Lets go sailing in San Diego!

    If you're looking for a great sailing experience, contact GETMYBOAT and request Captain Gabriel at Pacific Sailing. He is accommodating and eager to please his clients as well as professional and on schedule. We had a great time on his boat and enjoyed his enthusiasm and love of sailing and his great stories.