2-Hour Private Sailing Experience in San Diego Bay in San Diego
San Diego, United States

2-Hour Private Sailing Experience in San Diego Bay

Outty Ranking 74 5.0 · 179 traveler reviews2 hoursFrom $675

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September 2026

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Who is going?

Adults

Age 13 and over

2

Children

Age 12 and under

0

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From, per person$675
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Outty Ranking

74/100

Strongly Recommended. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 179 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is 2-Hour Private Sailing Experience in San Diego Bay worth booking?

2-Hour Private Sailing Experience in San Diego Bay is a 2-hour experience in San Diego, United States, from $675 per person. It scores 74 out of 100 on the Outty Ranking, which we label “Strongly Recommended, based on a 5/5 rating across 179 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
74 / 100
Rating
5/5 (179)
Duration
2 hours
From
$675 per person

Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide

What you get

    About this experience

    Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide a peaceful experience that you can take with you after your journey. Everyone in the bay can feel and see this message of peace as we sail through San Diego. Enjoy being on the water and allow yourself to connect with the sea. Sailing yacht Mojave is clean, luxurious, and very spacious. Sterling Sails is proud to be a woman owned business. Everything is included in this experience. There are complementary snacks and beverages on board, or you can bring whatever you would like. One bottle of champagne is provided for every charter. Available on board we have a speaker, a refrigerator, and a restroom. Ask the captain for anything you need. Our number one priority is making sure you are comfortable and taken care of. Sail in Peace with Sterling Sails.

    What's included

    Included

    • Carbonated beverages
    • Bottled water
    • Alcoholic beverages
    • Snacks

    Where it starts and ends

    Meeting point

    San Diego

    Captain Liz will meet the group 15 minutes prior to departure at the picnic tables next to 30 minute parking in front of Marina Cortez. Parking is available. There is free parking across the street from the marina as well.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Captain Liz will meet the group 15 minutes prior to departure at the picnic tables next to 30 minute parking in front of Marina Cortez. Parking is available. There is free parking across the street from the marina as well.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en, es
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    Sterling Sails

    Know before you go

    • Suitable for all physical fitness levels

    Photos

    2-Hour Private Sailing Experience in San Diego Bay in San Diego, photo 22-Hour Private Sailing Experience in San Diego Bay in San Diego, photo 32-Hour Private Sailing Experience in San Diego Bay in San Diego, photo 42-Hour Private Sailing Experience in San Diego Bay in San Diego, photo 52-Hour Private Sailing Experience in San Diego Bay in San Diego, photo 62-Hour Private Sailing Experience in San Diego Bay in San Diego, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 179 traveler reviews. Written by us, not quoted from reviewers.

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Traveler reviews

    179 verified traveler reviews for 2-Hour Private Sailing Experience in San Diego Bay. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    178
    4 star
    1
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    Robert_L · August 2026

    We had a great...

    We had a great experience. Captain Liz was fantastic. We would absolutely recommend and book this again.

    via Viator

    H7096KCmichaelw · August 2026

    Sterling Sails is the best!

    From start to finish it was a great experience booking with Sterling Sails! Captain Liz was professional, courteous, and knowledgeable and we enjoyed all the interesting facts she shared about the sights we saw. Captain Liz made us feel relaxed and comfortable from the moment we met her and we enjoyed every moment of our experience out on the water with her. I highly recommend Sterling Sails and will not hesitate to book with Captain Liz again the next time we are in the San Diego area!

    via Tripadvisor

    Will_G · July 2026

    Sunset San

    Liz is the best host! She was very friendly and offered drinks and snacks. She was able to teach us a lot about the area. The views were beautiful and the boat was awesome. 10/10 recommend.

    via Viator

    Michael_T · July 2026

    Great trip

    Beautiful trip great boat, great Captain We shared a bottle of champagne and saw a beautiful sunset Highly recommend

    via Viator

    Cruiser37053887306 · June 2026

    Amazing time on the water!

    Captain Liz was incredible! We had a wonderful evening on the water and learned so much about the area. We had a blast!

    via Tripadvisor

    Good to know

    Duration
    2 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    63
    Verdict
    Strongly Recommended

    Why this scores 74

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)98
    Review evidence (18% weight)70
    Booking momentum (14% weight)65
    Value for money (12% weight)0
    Listing quality (10% weight)85
    Local standing (8% weight)86
    Booking flexibility (8% weight)100

    2-Hour Private Sailing Experience in San Diego Bay: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for San Diego.

    How much does 2-Hour Private Sailing Experience in San Diego Bay cost?

    +

    Prices start at $675 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in San Diego usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does 2-Hour Private Sailing Experience in San Diego Bay take?

    +

    Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in San Diego is not rushed.

    Is 2-Hour Private Sailing Experience in San Diego Bay worth it?

    +

    It holds an Outty Ranking of 74 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 179 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in San Diego, and how flexible the cancellation terms are.

    Can I cancel or reschedule 2-Hour Private Sailing Experience in San Diego Bay?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is 2-Hour Private Sailing Experience in San Diego Bay suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book 2-Hour Private Sailing Experience in San Diego Bay?

    +

    Around 63 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in San Diego can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in San Diego and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.

    Where does 2-Hour Private Sailing Experience in San Diego Bay start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central San Diego within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in San Diego?

    +

    San Diego is an outdoor-first city: whale watching from December through April, La Jolla kayak and snorkel runs year round, harbour cruises and the USS Midway, plus Balboa Park museums when the marine layer sits low. We rank water operators on group ratios and gear quality, which is where the cheap La Jolla trips fall down. On Outty we rank every San Diego experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include USS Midway Museum Admission: Valid Any Date, Taste of Little Italy in San Diego, San Diego Whale Watching Cruise. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit San Diego?

    +

    March to May and September to November, either side of the June overcast. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in San Diego?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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