
Private Luxurious Sailing Cruise in San Diego Bay
Traveler rating
5.0/5
Based on 13 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Luxurious Sailing Cruise in San Diego Bay worth booking?
Private Luxurious Sailing Cruise in San Diego Bay is a 2-hour experience in La Jolla, United States, from $2,700 per person. It scores 59 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 13 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 59 / 100
- Rating
- 5/5 (13)
- Duration
- 2 hours
- From
- $2,700 per person
This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, and based on your most specific preferences, we'll make sure your time on the sailing vessel RIVIERA is the highlight of your visit. During the warm summer months, we'll anchor off of Coronado Island and you and your friends can dive into the bay for a swim. In late winter and spring, we can take to the Pacific Ocean and watch for whales, dolphins and seals off the coast of San Diego. Our Captain and crew are fun, experienced and knowledgeable. The yacht is flawless, comfortable and very well appointed. When we return to the dock, you won't want to leave.
What you get
About this experience
This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, and based on your most specific preferences, we'll make sure your time on the sailing vessel RIVIERA is the highlight of your visit. During the warm summer months, we'll anchor off of Coronado Island and you and your friends can dive into the bay for a swim. In late winter and spring, we can take to the Pacific Ocean and watch for whales, dolphins and seals off the coast of San Diego. Our Captain and crew are fun, experienced and knowledgeable. The yacht is flawless, comfortable and very well appointed. When we return to the dock, you won't want to leave.
What's included
Included
- Alcoholic beverages
Where it starts and ends
Meeting point
La Jolla
We are located at Sunroad Marina, 955 Harbor Island Drive, Dock J San Diego CA 92101 • Please arrive at least 15 minutes before your scheduled excursion. • Paid parking at Sunroad Marina is available at $ 10 per hour, payable by credit card. We recommend using a ride share app.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
We are located at Sunroad Marina, 955 Harbor Island Drive, Dock J San Diego CA 92101 • Please arrive at least 15 minutes before your scheduled excursion. • Paid parking at Sunroad Marina is available at $ 10 per hour, payable by credit card. We recommend using a ride share app.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 6 travelers per booking
- Operated by
- Sail Riviera San Diego
Know before you go
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 13 traveler reviews. Written by us, not quoted from reviewers.
Photo opportunities
3 mentionsThe views and photo stops come up again and again.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Traveler reviews
13 verified traveler reviews for Private Luxurious Sailing Cruise in San Diego Bay. Ratings and reviews provided by Viator and Tripadvisor.
The Ulimate Sailing Experience - San Diego Bay
Thank you Sail Riviera for the amazing time!! Sailing with captain Paul is so much fun and I learned so much about sailing. Paul is friendly and has many tales to share that were genuine and fun. This sail boat is a true gem that is not driven by a noisy motor so the experience is pleasant and relaxing. We went out for a sunset cruise and the weather was perfect but if not they are prepared with blankets and hats to keep you warm. The crew is amicable and took care of us the moment we stepped on board. San Diego has so much to offer and this was a memorable experience and can't wait to go out with captain Paul again!
via Tripadvisor
Excellent time, highly recommend
Highly recommend this tour. Captain Paul was knowledgeable, entertaining, fun and very welcoming. The drinks were plenty and we had a wonderful time. This was the highlight of our trip to San Diego.
via Tripadvisor
Highlight of San Diego
Absolutely perfect! A smooth ride with all the views. Gracious service. Captain Paul was the best. Bringing Yacht Rock Radio to life!
Response from the operator: Heather, you and your friends are an absolute delight to have on board! I do hope to see you and your friends again on your next visit to San Diego! Fairwinds and following seas! Paul
via Tripadvisor
10/10 Amazing girls day idea!!
My girlfriends and I had the most amazing time with Captain Paul and crew! The charcuterie arrayments and flowing prosecco onboard made it even better! Although it was a gloomy evening, we had the best time snuggled up in blankets listening to music as we sailed. That really shows how great this charter is, even a cold cloudy sunset was a 10/10
Response from the operator: Thanks for being part of the fun Taylor! Let's do it again this summer!
via Tripadvisor
Best sailing experience in San Diego!
Just chartered The Riviera with Captain Paul for the third time in a year! What an amazing experience! The boat is lovely, the crew is so attentive and the views of San Diego are stunning. I highly recommend this charter for anyone who loves to be on the water. This experience makes you feel like one of the “rich and famous”!
Response from the operator: Thank you for the kind words Dione. Looking forward to our next venture!
via Tripadvisor
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 5
- Verdict
- Worth a Look
Why this scores 59
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Luxurious Sailing Cruise in San Diego Bay: questions travelers ask
Practical detail on this experience, plus the wider planning questions for La Jolla.
How much does Private Luxurious Sailing Cruise in San Diego Bay cost?
+
Prices start at $2,700 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in La Jolla usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Luxurious Sailing Cruise in San Diego Bay take?
+
Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in La Jolla is not rushed.
Is Private Luxurious Sailing Cruise in San Diego Bay worth it?
+
It holds an Outty Ranking of 59 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 13 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in La Jolla, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Luxurious Sailing Cruise in San Diego Bay?
+
Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Luxurious Sailing Cruise in San Diego Bay suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Luxurious Sailing Cruise in San Diego Bay?
+
Around 5 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in La Jolla can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
+
Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in La Jolla and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Private Luxurious Sailing Cruise in San Diego Bay start and how do I get there?
+
The exact meeting point and directions are on your voucher once you book, and they sit in central La Jolla within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in La Jolla?
+
La Jolla is San Diego's best water day: kayak tours into the sea caves, snorkelling with leopard sharks in the ecological reserve, coastal walks with sea lions and sunset sails. On Outty we rank every La Jolla experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Incredible Slot Canyons to the Pacific, Cali Dreaming Electric Bike Tour of La Jolla and Pacific Beach, SoCal Riviera Electric Bike Tour of La Jolla and Mount Soledad. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit La Jolla?
+
June to September for warm water, year-round for kayaking. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in La Jolla?
+
Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
+
Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Private Luxurious Sailing Cruise in San Diego Bay?
+
Included: Alcoholic beverages. Always check the voucher for the final list before you travel.
Where is the meeting point for Private Luxurious Sailing Cruise in San Diego Bay?
+
We are located at Sunroad Marina, 955 Harbor Island Drive, Dock J San Diego CA 92101 • Please arrive at least 15 minutes before your scheduled excursion. • Paid parking at Sunroad Marina is available at $ 10 per hour. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is Private Luxurious Sailing Cruise in San Diego Bay offered in?
+
It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Private Luxurious Sailing Cruise in San Diego Bay?
+
Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Private Luxurious Sailing Cruise in San Diego Bay wheelchair or stroller accessible?
+
The operator notes: Infants are required to sit on an adult’s lap. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private Luxurious Sailing Cruise in San Diego Bay if the weather is bad?
+
This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What do travelers say about Private Luxurious Sailing Cruise in San Diego Bay?
+
Across 13 reviews averaging 5.0 out of 5, recurring themes include photo opportunities, knowledge and storytelling. The views and photo stops come up again and again.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Private Luxurious Sailing Cruise in San Diego Bay.
Pick your date




