Featured Specials

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Sideways Inspired Wine Tour

Friday Special: $25 off, only $125 per person

(click on Sideways bottle for more information).



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Harbor Kayak Special

Special: $10 off, only $40 per person

(click on kayak picture for more info)

Special Team Building Event

Paintball Tour

Paintball & Beer Tasting Event.
Too Much Fun!

This is the perfect Team Building Event. It's also great for Birthday parties, Bachelor & Bachelorette parties or any fun lovin' group of guys & gals.

Captain Jack's Tours will help you create an event worthy of being called “Special”. You can enjoy a wine tasting on the way to the painball course, enjoy a little beer/wine during the event & stop for another beer or wine tasting on the way home. We can provide a box lunch or arrange for lunch at a restaurant or pub. Too Much Fun!


Welcome to Santa Barbara!

wine tasting kayaking horseback riding sailing

Ahoy Matey! Captain Jack's Tours is the #1 Tour & Event company in Santa Barbara, offering more fun choices every day. Captain Jack's Tours will provide that special something to every event whether your group consists of 2 people or 200. With so many fun things to do here in Santa Barbara, Captain Jack's Tours & Events has something for everyone!

Small tours include: Wine tasting tours starting at $70, sailing cruises starting at $45, kayak tours starting at $40, horseback riding starting at $85, and more. We offer these tours individually or prepackaged in a full day tour. See a full list of these and other choices on our Tour Rates page.

Large group events/tours include: Private chartered catamaran sailing cruises for groups of 42 or less; group horseback riding and kayaking available, as well as wine tasting for larger groups. One call does it all! Captain Jack's Tours will provide the appropriate transportation, combine any of the above activities, top it off with a "Top Shelf" dinner or lunch, and even include entertainment for your guests to enjoy.


Guest Comments

Captain Jack's Tours sends a survey after every tour to make sure we are staying on course and that we are providing top shelf service. Here is a resent reply:

Name of Tour: Award Winning" Wine Country Tour
Guide(s) name: Hank
Weather on tour day: Perfect

Please rate the following (1-poor 2-ok 3-good 4-very good 5-great)

Overall rating of your tour: 5/5
Overall rating of your guide:5/5
Guide on time to start tour:5/5
Appearance:5/5
Professionalism:5/5
Knowledgeable:5/5
Fun:5/5

Is there anything big or small your guide could do in the future to make your tour better?
No he was a gentleman all the time.
Was there anything your guide did that you wish they didn't do during your tour?
No
Did your guide stay with you throughout the tour?
Yes
Was your guide engaging?
Yes he was knowledgeable, interesting and very kind and fun.

Equipment/Gear: If you mean the car, it was good
Safe: Yes
Clean: Yes
Comfortable: Yes

Please share a few descriptive words about your tour with us:
Hank was our guide. He was very knowledgeable. He made the day interesting and fun. He went out of his way to make sure we had a great time. The venues were beautiful and he knew everything about each one. We had a great time and would recommend Captain Jacks to our friends and refer our guide to them as well. In fact, that's how we came about the trip, someone recommended it to us.

Thank You, & Paddle Hard!


Captain Jack's helped me to organize a wine tasting trip in Santa Ynez for 20 guests for my wife's 50th birthday. The day was unbelievable, could not have been better, and Donna was the perfect guide sharing the right amount of information on the bus without coming across as an overbearing tour guide. She was so accomodating that we quickly adopted her as part of our group and thoroughly enyoyed her company throughout the day. Donna was efficient and professional making sure that each winery we visited was ready for us and gave us excellent attention and service. As an added bonus Captain Jack himself even met us at one of our stops (an olive oil tasting that I highly recommend). I'm sure you can imagine the stress involved in organizing a weekend away for twenty adults for my wife's birthday. Captain Jack's made it completely stress free and enjoyable from the initial call to the actual event.

Allen, Aliso Viejo

I recently planned a wine tour for 45 people(customers) through Captain Jacks. Not only did they make the planning effortless, but our tour guide, Michelle, was top notch. She was knowledgable, enthusiastic and just plain fun. The wineries that they selected for us to visit were amazing both in scenery and product and the olive oil tasting was a wonderful touch that I am certain my customers won't soon forget. Thank you Captain Jacks for an incredible day. I can't wait to book our next event.

Mellanie, Vistar

Dear Captain Jack,

This was our first major outing as a Cub Scout Pack and none of us knew what to expect. As promised, Andrew was at the train station waiting for us which was really comforting because most of us were new to Santa Barbara. We were a large group of 36 people which comprised of mostly kids. Although the kids and parents made a lot of noise the staff were not bothered or irritated by any of us. Your staff patiently waited and helped us to get organized into pairs for the kayaking tour. Some of us were extremely nervous about kayaking but your staff helped reassure us and we are able to conquer our fears. When we were finished kayaking your staff waited patiently for us to go on the bus tour.

In addition, Erin was extremely kind, gentle and patient while working with the younger siblings and parents who were nervous about kayaking. Marcus was also caring and empathetic while dealing with one of the 3rd graders who was extremely nervous about kayaking. To help this 3rd grader relax Marcus pulled a starfish out of the water to show him the beauty that lies within the water. Before we came on this trip I asked Andrew to pick a staff that was good with kids and he did a great job. Andrew was also very organized and caring while working with our group. The 3rd grader that I assigned to Andrew was so enthused when he found out Andrew was his kayaking partner. Loren was very culturally sensitive, greeting us accordingly, and he was very knowledgeable during the bus tour. During our bus tour everyone was pretty noisy however Loren was not bothered at all by this.

Lastly, all of us had such a blast, and I cannot thank the staff enough for making this trip so wonderful! From beginning to end your staff was caring, reliable, patient, understanding, professional, and knowledgeable. We thought your staff was so wonderful that we recommended your tour to our other dens, and we plan on coming back again during the summer. Thanks again for a memorable experience!

Subani, Orange County Cub Scouts

Dear Capt. Jack – Just wanted to let you know, John and I had a fantastic time hiking and kayaking with you a few weeks ago. We couldn't have asked for a better tour package. The hike was not too strenuous, with just enough history and folklore to be educational and mostly great fun. To top it all off with a soak in the hot springs; this can't be found too many other places. A scrumptious lunch (too much good food) with an afternoon of kayaking off the beautiful Gaviota Coast was better than we could have hoped for. Your ability to swap tour components around to work with the weather works really well with the coastal weather of California. We had a blast and hope we can do it again sometime.

John & Janet, Mississippi Gulf Coast

Kayaking was excellent fun. We had great weather and not too much waves. Sea lions swam right next to us and pelican birds dived in for fish -first time we've seen these creatures. We also saw the Kelp, which was very interesting. Our guide explained to us that they grow up two feet a day, which definitely made it more interesting, and that crabs could be found on the surface leaves, and within a minute we found one! The horseback ride was something I won't forget for years to come. I felt like I was in a scene from a cowboy movie. Spectacular views and real cowboy guides. My girlfriend said that this was the best birthday of her life! Thank you very much!

Sveinn, Iceland

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