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Sip & Sail: Your Boat + Your People = Your Perfect Day on the Water

About this Experience

What you'll do:

Making sure you and your “I Do” Crew have an unforgettable bachelorette party doesn’t need to be super stressful. There’s no better way to celebrate the occasion than relaxing on the water with your besties, popping some bubbles, and saying hi to some sea lions and dolphins along the way.

We've thrown epic bachelorette parties for countless guests, and we're here to make your life easy. Everything you need for a killer party is ready to roll when you arrive. Let the good times sail!

Why we love it for your party:

  • Sail your way (Multiple departure times available)

  • Everything is included (Beer, soda, and snacks are included - just bring your SPF)

  • Local captains (US Coast Guard certified, hella fun, and always up for a great day)

  • No crowds or stress (Just your group, your own sailboat, and San Diego as it's meant to be seen)

About this experience partner:

Sail San Diego is a boutique, family-run sailing company and one of San Diego’s tenured operations. Over nearly four decades, Sail San Diego has grown to become the city’s premier sailing provider, offering corporate outings, private events, whale watching tours, and our daily signature sails. We're TripAdvisor's #1 overall experience in San Diego. Join us and find out why,

Additional information:

Pricing information:

  • Private Charter: 1–6 People is $550 (Comes with Captain)

  • Bareboat Charter: 7-12 People is $500 - $890 (Captain not included)

    • Bareboat charter info: Following current Coast Guard regulations, your Bareboat Charter doesn't include a Captain. But don't worry, we have a list of skilled Licensed Captains familiar with our program and boats.

    • Captains on our roster charge $50 an hour, plus tips, payable directly to them after the trip

Provided by Sail San Diego

Joined November 2022

Book This Experience

Visit the experience booking site to check availability and book your experience.

Reviews

See All

5 (10 Ratings)

JL

Jake L.

December 2025 • Group-Trip Party

I definitely recommend this to anyone visiting San Diego. The sailing experience was wonderful and the sights were absolutely amazing. We set out with Captain Rich who was very kind, stress-free and made the experience for our group one to remember. He had a great selection of music and provided some snacks and drinks for the ride.

KP

Kimy P.

December 2025 • Other Party

We had a great time for a great price. The boat was large, with snacks, drinks, and two bathrooms. Our captain was friendly and knowledgeable. I highly recommend this company and plan to sail with them again in the future.

AL

Andy L.

December 2025 • Other Party

We had an absolutely amazing experience with Sail San Diego! Captain Dave was hands down the best—super friendly, professional, and incredibly knowledgeable. He used to work on a sightseeing tourist boat, so he gave us tons of great info about the San Diego coastline, landmarks, and local history while we sailed. The boat was clean, comfortable, and the whole experience was smooth and relaxing. Highly recommend this to anyone looking for a fun, memorable time on the water!

TG

Terry G.

December 2025 • Other Party

We had a blast on the morning sail with awesome Captain Greg last weekend. He is a wealth of knowledge about the San Diego area, an amazing captain and also funny! We saw lots of cool things and learned so much. Highlights included seeing the Navy dolphin and sea lion training center and also seeing the trees where Dr Seuss got his inspiration for the fun trees in his books!!! Thanks for a great trip Captain Greg!!

JM

Jennifer M.

December 2025 • Other Party

We celebrated our 28th wedding anniversary on Aug 2nd with Sail San Diego on their sunset sailboat cruise. Our captain was knowledgeable and showed us the beauty of the ocean and San Diego. The only bummer was my husband lost his ball cap when we were sitting on the beanbag at the front of the boat. It’s one we got on an Air Force base while with our son. Other than that, it was the perfect way to celebrate our anniversary.

RP

Rhondi P.

December 2025 • Other Party

We had a wonderful time on our private sail with Captain Frank. We were even lucky enough to see some dolphins. Highly recommend.

JA

Joseph A.

December 2025 • Group-Trip Party

We booked a three hour tour with sail San Diego and it was amazing. We went to the edge of the bay and to downtown. The views were amazing and captain Reese made the whole trip very enjoyable. We will definitely sail again with this crew!

JA

JARG A.

December 2025 • Other Party

Cannot rave enough about our experience with Sail San Diego! January greeted us with a huge smile and was extremely helpful and Captain Rhys was awesome! The sail boat was immaculately kept and the snacks were on point. 100% recommended!!! 🙌 …

JG

Jaskirat G.

December 2025 • Group-Trip Party

Took a sail with my husband with them last week. It was such a great experience. They’re so accommodating and called me ahead to give me all the heads up info. The group was only 6 people plus the captain. Captain was so well versed and experienced. It was such an easy sail and we had such a good time. Couldn’t recommend them enough.

KD

Kirk D.

December 2025 • Other Party

Relaxing ~3 hour excursion in the bay. Intimate setting with only six passengers total plus the capitain. Nice selection of snacks and beverages, and you can bring your own snacks and beverages to supplement what they have / ensure you have something you will like.

Frequently Asked Questions

Can we bring our own drinks?

Yep! We’ve got drinks onboard, but if you’ve got a favorite bottle of bubbly, bring it along.

Is there music on the boat?

Oh yeah. Each boat has a Bluetooth speaker, so bring your playlist and turn it up. This is your party.

What should we wear?

Whatever you’ll be comfy in. Sundresses, swimsuits, matching bride squad outfits—go for it. Just bring a light outer layer in case the breeze kicks up.

Will we get seasick?

Most guests don’t, but if you’re worried, stick to the morning or sunset sails when the water’s calmer. And maybe don’t pre-game too hard before.

What if we have more than 12 guests?

No problem! We’ve got bigger boats for groups up to 22. And if you book a Custom Sail, we can anchor and swim, stay out as long as you want, and even curate a bar package for your group.

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What about food? Can we do lunch?

Light snacks and drinks are included, but you can bring your own or go all out with catering. We’ve got some solid local vendors we can recommend. Just let us know what you’re thinking!