2.5-Hour Small-Group Catamaran Sail with Drinks

Recommended by 99% of travelers

Badge of Excellence

San Diego, USA

High interest

Booked 5+ times today.

2 hours 30 minutes (approx.)
Mobile ticket
Offered in: English

Why travelers loved this

5.0

· Crystal_F ·

Mar 2026

This experience ended up being the highlight of our entire San Diego trip. Ryan is awesome ! The boat is perfect! Everything was safe. The vibes were immaculate. The sunset was AMAZING. Cocktails were included. Blankets were provided. Music was vibing. We could not have asked for a perfect outing.

· brandice5 ·

Apr 2026

This was a great experience! It was so relaxing and fun to be on the water in San Diego! The boat was well kept and clean and Ryan was the best captain! He was a great guide and skilled captain. We felt safe and the whole ride was effortless and really a great time for 3 middle aged female friends to enjoy another part of this beautiful city.

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Overview

Book this small group tour to get out on the San Diego Bay on a comfortable Catamaran at sunset. Your captain will make sure you are comfy with a glass of white wine, beer, and soft drinks onboard. Just relax as you sail along with your small group, checking out the San Diego skyline while looking out for friendly sea lions and sometimes dolphins.

Easily meet your captain on Harbor Island
Keep costs down with this small group tour
Turn the motor off ASAP to sail as much as possible
Enjoy beers, soft drinks on water as the sun sets

What's Included

2.5-Hour Daytime or Sunset Sail
Alcoholic Beverages

Beer, wine, soft drinks and bottled water are provided. Included is domestic and Mexican beer, but you are welcome to bring your own special food and drinks (No red wine please.)
Blankets

Parking is not included. Plenty of pay parking is available.
Captain's gratuity. Cash or card at boat after sailing ok.
Snacks

You are welcome to bring your own food and beverages if desired

Meeting and Pickup

Meeting point

Safe Harbor Sunroad
955 Harbor Island Dr, San Diego, CA 92101, USA
Turn left into Sunroad Marina just before flag pole. Go through the parking gate (pay lot) and park on left side of parking lot. Wait for your Captain at Gate 1 (says A thru D yellow chairs). Please arrive early and relax. Our tours need to leave on time. AFTER BOOKING SAME DAY DEPART PLEASE TEXT

End point

This activity ends back at the meeting point.

What To Expect

USS Midway Museum

Waterfront Park Downtown San Diego

Point Loma

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible

Most travelers can participate
This tour/activity will have a maximum of 6 travelers

Supplied by

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

Cheryl_N

We had an amazing sunset cruise with Captain Kaya! She was fun, easygoing, and incredibly engaging throughout the trip. Her laid-back personality made us feel totally comfortable, and she struck the perfect balance between being informative and entertaining. We learned so much during the cruise, and the views were absolutely stunning. It was one of the highlights of our trip, and we would absolutely do it again. Highly recommend Captain Kaya if you’re looking for a memorable and relaxed experience on the water!

Reviews

5.0

based on 262 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Epic time

David_W, Apr 2026

Captain Matt was a great charter captain, very polite and out going for just a two person party, highly recommend this and Matt specifically for a group outing or date night!

Ryan was the perfect...

Jessie_S, Apr 2026

Ryan was the perfect captain for our cruise! Very personable and attentive to everyone. Knew exactly what he was doing, wouldn’t have wanted anyone else for our sunset cruise.

A wonderful boat ride in San Diego

brandice5, Apr 2026

Catamaran sunset trip

Sara_T, Apr 2026

This was an amazing sunset catamaran trip. Expertly navigated by Ryan who was so nice and friendly and knowledgeable. It was a small group of only 6 people and we thoroughly enjoyed the evening and experience.

Had an amazing experience...

Sarah_A, Mar 2026

Had an amazing experience would highly recommend! Our caption was very personable and the whole process went very smoothly.

Had an amazing experience...

Sunit_M, Mar 2026

Had an amazing experience from start to finish, amazingly relaxing and the host was friendly and made it what it is!!! Would love to do it again!!

Sunset sail A+

Angie_M, Mar 2026

5 of us had a relaxing, beautiful, smooth sunset sail with Captain Ryan tonight. We enjoyed chatting with him and learning all about the area. The highlight for our girls was the marine wildlife, it was so great he took us up close to see the lounging sea lions. We also found the nearby military operations fascinating, seeing everything from ospreys to huge airboats to a submarine. The music, drinks and blankets were appreciated. Thanks, Ryan!! We'd do this again in a heartbeat!!

Exceeded Wildest Expectations!

Christopher_I, Mar 2026

Went on this sailing tour with Captain Ryan for our 4 year wedding anniversary and had the time of our lives! It best our wildest expectations with sea lions and up close up with dolphins! Ryan had beverages on board, explained everything we needed to know in simple terms, then took us on what can only be described as the sports car of cstermarans, we were flying down the bay, yet the boat felt so stable and it was easy to stand up. What really added an even better experience was that Ryan really knew the and answer to every question we threw his way from Portuguese history in the area to what the naval base was up to and lots of landmarks. And his knowledge of sailing is immense. Can't wait to go again!

Book it

Crystal_F, Mar 2026

Good vibes

Dylan_C, Feb 2026

Absolutely amazing sunset catamaran experience! We had a great time with a fantastic captain who made the trip both fun and relaxing. The small group size made it feel peaceful and personal. Highly recommend for anyone looking for a beautiful and memorable evening on the water.

Fantastic experience

Emily_C, Jan 2026

We had a private cruise around the harbor with Captain Matt. It was a wonderful experience, very relaxing with a beautiful sunset! Highly recommend!

Highly recommend! Great in December

Courtney_D, Dec 2025

Very peaceful sail, the experience was great in December. Captain Ryan took care of us and we saw a cruise ship leaving and that was a fun experience

It's very enjoyable....

Donna_P, Nov 2025

It's very enjoyable. Smooth sailing by very competent Captain. Interesting facts shared by the captain about the area and sailing.

Best sunset sail

marco_v, Oct 2025

Best sail ever, Capt Ryan was excellent, informative and good guy to sail with, took many pictures if us. Highly recommend.

We’ve been in SD for 3...

Barbra_G, Oct 2025

We’ve been in SD for 3 days, sight seeing and having a great time in a beautiful city, but we definitely saved the BEST for the last experience here. This sunset sail was absolutely breathtaking beautiful and the Captain of our boat was so friendly and full of knowledge he shared with us on this wonderful little cruise!! Couldn’t have been any better!!

Perfection!

Brad_B, Sep 2025

We had the best time. Everything we hoped for and more. Captain Ty played tour guide, bartender, photographer, and very capable captain . He really made the difference.

Response from Host, Sep 2025

The right captain makes all the difference! Captain Ty is awesome! fun fact: he has sailed to Hawaii 4 times! Thanks for the review!

Beautiful night!

Kathy_B, Aug 2025

💯 worth it! We had a great experience with Captain Ryan. He was so knowledgeable and friendly. We did the sunset Catamaran Sail and had such an amazing night!

Response from Host, Sep 2025

Thank you for sailing with us Kathy! It is always a pleasure adding fun facts to our tour to help you understand the heart of our city!

This is such a fun...

Colleen_M, Aug 2025

This is such a fun activity in San Diego! We did the sunset cruise for our birthdays on a girls trip and it was the perfect way to see all the sea sites without the pressure of walking thru all of them. Captain Ryan was the best and is so educational about sailing. He will tailor your trip to whatever you want. If you want to just sip and drink wine, he will do all of the work. Could not recommend this more!!

Response from Host, Sep 2025

Thank you for sailing with us Colleen! We agree sailing a nimble boat is the ideal way to see the heart of San Diego up close! if you show interest in Sailing Ryan loves to share, if you want to relax Captain Ryan is a performance! We look forward to having you on your next trip!

Great experience.

Patricia_J, Aug 2025

Very relaxing, private and friendly experienced captain Matt! We had a great time with perfect weather. Free wine was a bonus!

Response from Host, Sep 2025

Stoked to hear Matt made it special for you! perfect weather is just another day in San Diego! We hate thinking about money once aboard so it's our pleasure to have complementary wine and beer for you! Thank you for the review Patricia!

Relaxing and exciting!

Erin_C, Jul 2025

Capt. Ryan gave us the best of all worlds! The sunset was beautiful, but the speed this unique boat travels at was exciting. I highly recommend and will do this again when I come back to SD!

Response from Host, Sep 2025

People think they have been on a sailing catamaran before until they sail with Captain Ryan! Thank you for highlighting how special our unique sport catamaran feels, we went to great lengths to ship this boat all the way from Flordia to curate the ideal sailing experince. It's an unmatched sensation when paired with the right captain! Thank you for the review Erin!

Captain Ryan made this...

Paula_B, Jul 2025

Captain Ryan made this wonderful tour even more enjoyable. He provided us with cold beverages and imparted lots of knowledge. This is an experience that we will never forget.

Response from Host, Sep 2025

Aww thank you for the kind review Paula! Captain Ryan is a Treasure Trove of information! Ask him ANYTHING. We hope to have you back on your next rip to San Diego!

Great

Michail_R, Jul 2025

The captain was very friendly and inviting. The boat right was smooth and allowed for good vibes and and an intimate experience. I would highly recommend!

Fun and relaxing at the same time!

Eugenia_M, Jul 2025

It was fun! My family thought it was a highlight of our little trip. Sunset is the best time to go sailing!

Response from Host, Sep 2025

Another highlight of the trip! Stoked our team delivered a quality sail for you! As sailors we recommend the midday and afternoon for the best wind and the sunset for the ideal tranquility and romantic vibes.

Relaxing catamaran ride

Barbara_G, Jul 2025

Great cruise around the bay in a real sailboat, minimal motor use. No waves to worry about motion sickness. Small, intimate group with Captain Ryan who was a great host and full of information. Very relaxing.

Response from Host, Sep 2025

Thank you for highlighting our Motors Off priority! Our specially selected catamarans are not only super smooth and stable but up to eight times lighter than a traditional sailboat so we can CONSISTENTLY deliver a motors off experience in our light San Diego evening winds.