

Luxury Sailing
Tours


5/5
Trip Advisor 5-Star Rating
Call or Text To Book Now
+1 (442) 320 0232
Our SailBoat

The “Freche Catch” is a newer, luxury Beneteau Oceanis 351. She sets the standard for performance, comfort and safety. You will love the expansive, seating area with comfy cushions and clean blankets. A bean bag is also available for those who want to enjoy the tour from the bow. And our head (toilet) is clean and accessible if nature calls! In the cockpit, she features dual helms. So if you want to try your hand at steering, we will show you how. We take great pride in our boat. She has been inspected per USCG regulations.
Have Fun on Your Charter

We take great pride in making sure you have a wonderful experience at Claire Sailing. Just give us a call, and we will happily customize your charter for a wide range of special events. Let us delight you!
- Pop the question
- Enjoy a sunset with friends
- Entertain your family
- Celebrate a promotion
- Try sailing
- Hold a birthday party
- Entertain important clients
- Host a bachelor or bachelorette party
- And more!
We offer complimentary beverages and snacks.
What Our Guests Are Saying


Luxurious Bay SaleRead More
This cruise was the perfect exclamation point for our week in San Diego. Parking was easy and safe. The boat slip is so close to the parking lot and easy to board. (We had my 83 yr old mom with us) Claire met us at the gate and took us to the restroom prior to boarding. I'm from Georgia and am used to lake marinas which are very rustic. This marina is luxurious!....I wish we had one more day in town to go tour the Maritime Museum after seeing them from the water....the yacht is new, gorgeous and comfortable...This trip feels like you're invited on a friend's boat rather than experiencing a paid tour. We would definitely book this trip again...it was our best event of the vacation.

Best Private Charter I've Ever DoneRead More
This was an incredible private charter experience for a very reasonable cost....the attention to detail and service of this charter were unparalleled....the boat was clean and very luxurious...this was the perfect amount of time for a charter...and for anyone who gets seasick - there were no issues of that on this boat!...This was an EXCELLENT charter and I highly recommend for anyone looking to have a private / semi-private tour of the city.

Good Company, Beautiful Atmoshphere Read More
Great company were the hosts of this tour. Very knowledgeable! Funny and a great time. Very down to Earth. They made sure they took good care of their guests!

Captain in the MakingRead More
Great experience. I had a great time learning and taking a turn in the cockpit. I will be back soon.

Sailing TripRead More
Exceeded my expectations. My husband and I enjoyed the trip and was a beautiful afternoon on the water.

Very Excellent AdventureRead More
My husband and I had an absolutely wonderful trip. The captain and our host were gracious and friendly. And the weather was perfect for sailing. We were even lucky enough to have the boat to ourselves. This was an excellent 1st class adventure all the way.

Fun, Relaxing, and Amazing! Read More
It was all an amazing experience. Learning how to sail, having the opportunity to take over the captains wheel an actually sail the boat was awesome! Very knowledgeable about all of the sights and history around the San Diego harbor. Friendly crew, a beautiful sailboat, very relaxing and enjoyable...

An Amazing Time on the WaterRead More
My wife and I have done most of the San Diego tours on the water, from sunset to dinner cruises to the thrill ride that soaks you from head to toe.
Of them all, Claire Sailing was the most memorable...the boat is beautiful, comfortable and small enough to get into some areas that larger boats can't...I. highly recommend them.

Terrific Time!Read More
You have an amazing boat! We had a terrific time. Thanks for hosting us.

Great Experience on Sailing ExcursionRead More
Captain Close was a great captain and delivered a top notch experience. Was super knowledgeable about the bay and provided great information about the sights along the shores. Would recommend his services again.

Amazing and Worthwhile Experience in San Diego!Read More
My husband and I went on this sailing trip while visiting San Diego for a mini-honeymoon, and it was one of the most amazing and beautiful activities that we did in our time here! Captain Randy was super knowledgeable and fun, and we learned so much about San Diego's sea and boating life! We had drinks, enjoyed the beautiful weather and even got to co-steer the boat for a bit! We recommend this sailing tour to all! Thank you Captain Randy and owners Rob and Claire for being such great hosts!

Read More
Thanks for hosting! We had a great time!

Top Shelf Sailing With The Best Crew in SD!Read More
Amazing just everything about this trip, from Capt Rob to First Mate Claire, their gracious hosting, the sailing vessel, the weather, everthing about this experience was top shelf...if you're looking for a relaxing afternoon on the water with one of the classiest crews on the water aboard a high end luxury sailing vessel, this is where you want to be!

Beyond Expectations!Read More
It took us a few minutes to find this tour online but it should be at the top of the search engine. Rob was extremely informative about everything. It was exactly what we were looking for. I highly recommend this tour.

Best Boat Ride Ever!Read More
We had an amazing time with Rob and his lovely wife {Claire} on their awesome boat. It was our anniversary and we had a memorable celebration. Will definitely recommend others to experience this.

Relaxing & FunRead More
This was the highlight of our trip to San Diego. We got to spend the afternoon in the San Diego harbor on a beautiful sailboat where we could relax, have a few drinks and site see. Captain Rob provided beverages, blankets, and pillows. He is super friendly and knowledgeable of all things sailing. If I could give this experience 6 stars I would. We're already looking forward to booking again next time we return.

Perfect Sunset Experience!!Read More
The best sunset experience of my life...it was a great evening, fun, beautiful and perfect. Smooth ride, great views and a very kind host/captain. Highly recommend taking the sunset cruise with Captain Rob.
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