Skip to main content
Beyond San Diego

Deluxe Day Sail in San Diego

Recommended by 100% of travelers
Badge of Excellence
San Diego, USA
Great choice
10+ bookings last month.
  • 2 hours 30 minutes (approx.)
  • Mobile ticket

Why travelers loved this

5.0
·
· Rose_H ·
Apr 2026
Directions to boat were easy. Captain Billy was on time and a great captain with a sense of humor. Beverages were good. Weather was perfect. We would do this again.
· Patti_B ·
Apr 2026
Fantastic Captain, great way to view the city and surrounding areas. We even saw several dolphins swimming near the boat Loved it!

Overview

San Diego looks spectacular from the water and with this sailing tour, you can sit back, relax, and enjoy having a crew to take the lead. During your sailing trip, you can enjoy onboard perks, such as alcoholic and soft drinks as you enjoy the panoramic views of San Diego Bay.
  • Explore views of San Diego from the water with a sailing trip
  • Small group size ensures a more personalized experience
  • No need to bring drinks: Onboard beverages are included
  • Great way to get unobstructed photos of San Diego Bay

What's Included

  • Alcoholic Beverages
  • Bottled water
  • Soda/Pop

    Meeting and Pickup

    Meeting point

    • 955 Harbor Island Dr, San Diego, CA 92101, USA

      955 Harbor Island Dr, San Diego, CA 92101, USA Arrive at least 20 min. early. Turn into Sunroad Safe Harbor Marina Parking lot just before the flag pole. Park on the Left side of the parking lot or street parking is availble, and wait for your Captain at Gate 1. Says Docks A thru D above the gate

    End point

    This activity ends back at the meeting point.

    Itinerary

    San Diego (Pass By)

    Maritime Museum of San Diego (Pass By)

    San Diego Convention Center (Pass By)

    San Diego Bay Walk (Pass By)

    Cabrillo National Monument (Pass By)

    Coronado (Pass By)

    Coronado Island (Pass By)

    Shelter Island (Pass By)

    The Rady Shell At Jacobs Park (Pass By)

    USS Midway Museum (Pass By)

    Embarcadero (Pass By)

    Seaport Village (Pass By)

    Coronado Bridge (Pass By)

    Additional Info

    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Near public transportation
    • Infants must sit on laps
    • No heart problems or other serious medical conditions
    • Most travelers can participate
    • This tour/activity will have a maximum of 6 travelers

    Cancellation Policy

    You can cancel up to 24 hours in advance of the experience for a full refund.

    Traveler Photos

    Gallery picture 1 (from a traveler's review)
    Gallery picture 2 (from a traveler's review)
    Gallery picture 3 (from a traveler's review)
    Gallery picture 4 (from a traveler's review)
    Gallery picture 5 (from a traveler's review)

    Featured review

    Shelly_H
    It was a gorgeous sail, cannot wait to come back!! Our captain was fun & we really enjoyed talking to him!

    Reviews

    5.0
    based on 74 reviews
    Total reviews and rating from Viator & Tripadvisor
    Sort by: Most insightful

    Girls Weekend

    Rose_H, Apr 2026
    Directions to boat were easy. Captain Billy was on time and a great captain with a sense of humor. Beverages were good. Weather was perfect. We would do this again.

    Response from Host, May 2026

    Thank you for the kind words of Capt. Billy and we try to make the directions as easy as possible. I’m so glad it was a seamless process and we hope that you will come back on your next visit to San Diego to come sailing with us again.

    Beautiful day!

    Patti_B, Apr 2026
    Fantastic Captain, great way to view the city and surrounding areas. We even saw several dolphins swimming near the boat Loved it!

    Response from Host, May 2026

    Sea dolphins is amazing when they come into our San Diego Bay I’m ecstatic that you got to see that it’s not very often that we get to see the tooth Wales come into our bay but when they do, it is an amazing experience

    Gorgeous day on the water

    ncpicerno, Mar 2026
    So much fun just being outside on the water. Captain Anne masterfully took us around the bay. It was a great day in San Diego.

    Response from Host, Mar 2026

    This time slot that you guys booked for sailing in San Diego is about my perfect and most favorable time to go. I love the day SAILS. There’s just more wind a lot more sun and better chances of seeing sea life we appreciate you choosing to sail with us as a we know that there is a lot of other companies that are around here doing the same types of the excursions so we appreciate being able to give you guys the experience of lifetime here in our beautiful San Diego Bay and we hope to see you again!

    Captain Ann! She made it a GREAT sail day outing!

    Delia_M, Mar 2026
    This was a fantastic personalized sail with just a few of our new friends and an amazingly knowledgeable Captain Ann Auwerda. If anyone of us saw something like dolphins, Ann would shift the sails and get us right there close up to enjoy the beauty.

    Response from Host, Mar 2026

    Thank you for the review and thank you for choosing to sail with us in San Diego. We appreciate it. We know that there is a lot of options to choose from and we hope to sail you in the near future on your next visit to San Diego

    Perfect Day!!

    Mao_A, Oct 2025
    The ship was fantastic and our captain was amazing!! It was a beautiful, warm and sunny day, not a cloud in the sky are they could not have been any more perfect!!

    Response from Host, Oct 2025

    Sailing in San Diego hard to beat the beautiful weather we have here, we appreciate the review and hope to see you again!

    Super fun and relaxed...

    Josh_K, Oct 2025
    Super fun and relaxed trip on the water! Cpt. Colin was great and very personable, brought a chill and fun vibe while educating us on anything the group had questions about. Definitely recommend

    Response from Host, Oct 2025

    Thank you for the review and I’ll be sure to pass these along kind words along to captain colin! We hope to have back here in San Diego sailing with us very soon.

    A great day!

    Shelly_H, Sep 2025
    It was a gorgeous sail, cannot wait to come back!! Our captain was fun & we really enjoyed talking to him!

    Response from Host, Sep 2025

    We cannot wait to have you again and thank you for the kind words about the captain, I’ll be sure to pass them along!

    Must do!

    Paula_K, Jan 2025
    Absolutely the best way to spend a few hours on the water!! DJ was excellent and we had the most relaxing beautiful day.

    Response from Host, Jan 2025

    thank you for the kind words, we try our best to make everyones experience unique and special!

    Come Sail Away

    Michele_V, Nov 2024
    This was probably one of the best experiences I ever had in San Diego. It ended up being just two of us and Captain Parker took great care to make the experience memorable.

    Response from Host, Nov 2024

    we are so happy to hear we could accommodate and make sure your sail with us and anchored with you for a life time! ill pass the kind words to captain, Parker.

    Amazing host that provides snacks !

    Deerica_L, Sep 2024
    He was an amazing host and very handsome , he provided snacks and drinks and let me record a music video and play my own music I’m truly grateful for the experience! BOOK HIM you won’t regret !

    Response from Host, Oct 2024

    Thank you for the review, we don’t offer snacks, but we do have complementary drinks, we hope to host your sailing excursion again in the near future again!

    Great sailing experience with Captain Parker!

    Keirsty_V, Sep 2024
    The whole trip was fantastic! The bay cruise was beautiful and relaxing. Captain Parker couldn’t have been more accommodating, friendly, engaging, and efficient in his manner and operation. This was a surprise birthday experience for my son and he loved it! We all did!

    Response from Host, Sep 2024

    thank you for the five star review of the excursion and captain Parker, ill be sure to pass along the kind words along to captain Parker, we hope that we see you again!

    Great Cruise and Experience

    Daryl_A, Aug 2024
    JC was a great captain and made the cruise very enjoyable and comfortable! He served drinks as needed and provided details on sailing and the local sites we could see from the sailboat.

    Response from Host, Sep 2024

    thank you, for your kind words, ill pass them along to captain JC, we hope to have on board with us again!

    Beautiful Weather and Sights

    Sabrina_M, Aug 2024
    Had a great relaxing day sailing around the Harbor! DJ was great to chat and ask questions about sailing. He was super attentive always making sure every guest was having a good time or needed another drink. My husband and I booked and were joined by another couple and 2 kids. It was so fun and DJ let the kids take turns steering. :) Such great weather, drinks and the kids smiling was an added bonus. Would definitely book again!

    Response from Host, Sep 2024

    thank you so much for the review, it brings me joy to have so many people making these memories on board with us, thank you for joining us and we would love it if you joined us again aboard again!

    FUN IN THE SUN in San Diego

    Kisha_J, Aug 2024
    Best part of me and my mom's birthday weekend! Capt. JC was absolutely amazing! Will certainly be booking with them again upon our return to San Diego

    Response from Host, Sep 2024

    so glad you decided to book with us for your celebration, ill pass the kind words along to captain JC, and we appreciate the review!

    Best Sailing Experience Ever!

    Jeaninne_H, Jul 2024
    Captain DJ was amazing! So kind, knowledgeable, and friendly. Made sure our experience was exactly what we wanted and gave us an epic tour of San Diego Bay! Awesome sailor and just a perfect relaxing experience for us! The boat was gorgeous and so clean and comfortable! Highly recommend and will be booking with DJ again next time we go to San Diego!

    Response from Host, Jul 2024

    stoked you had a wonderful experience, I hope to have aboard again soon with us, for another fun adventure!

    Amazing sail

    Cheryl_M, Jul 2024
    Amazing sail with Captain John. It was the highlight of our trip. We have been to San Diego many times but have never done a sailing tour - it was a perfect afternoon.

    Response from Host, Jul 2024

    We truly love the peak wind during this time period—it’s amazing and fun. We're delighted that it was a highlight of your trip, and we hope to see you again!

    Best ever!

    Laurie_F, Jun 2024
    One of the best and most relaxing excursions we’ve ever taken!! Captain DJ took excellent care of us and was very knowledgeable! Would recommend 100%!

    Amazing!

    Hannah_H, Oct 2023
    Perfect, relaxing day. Captain DJ was a great captain. Would book again and highly recommend! Great way to spend an afternoon

    Unbelievable time

    Eva_P, Aug 2023
    Making new friends. Captain DJ was Fantastic. I would book with him in the future. Never have I see a sailor handle his sails with such ease. He was fantastic

    Great San Diego Sailing experience

    Leah_S, Jun 2023
    We had an amazing time sailing! The bean bag chair at the front of the boat was so much fun. Captain DJ was great! It was a memorable experience and we can't wait to do it again. We lucked out and had the boat to ourselves. I would highly recommend this experience.

    From $119.00

    per person

    up to 24 hours before the experience starts (local time)

    Book ahead!
    On average, this is booked 16 days in advance.

    Compare Similar Experiences

    1 / 3
    Current
    Deluxe Day Sail in San Diego


    2 hours 30 minutes
    Free Cancellation
    From
    $119.00
    Deluxe Sunset & Day Sail Small Group


    2 hours 30 minutes
    Free Cancellation
    From
    $119.00
    Private Sunset Sail in San Diego up to 12 guests


    2 hours 30 minutes
    Free Cancellation
    From
    $85.00
    Sunset Sail Along the San Diego Skyline


    2 hours
    Free Cancellation
    From
    $109.00