EXPLORE SAN DIEGO BAY ON YOUR OWN PRIVATE YACHT CHARTER
Captain and Crew Included
Romancing The Wind is a beautiful 60’ Sailing Yacht that offers the thrill of Sailing and Cruising around San Diego Bay and near coastal waters. Come aboard and experience the Best Charter Boat in San Diego. Let Romancing The Wind become your own private yacht with our custom Bay Tours and Offshore Sailing adventures! Our private yacht charters are perfect for Corporate & Convention Events, Birthday Celebrations, Family Reunions, Bachelor/ Bachelorett Parties, Engagement Parties, Weddings and much more!
Experience the stunning views of San Diego while being immersed in your favorite music from our incredible Bluetooth sound system while you create lasting memories with your family, friends, and co-workers. Try cooling off with our seasonal 3 & 4- hour Sail & Swim charter packages. All our private charters can accommodate groups of up to 30 passengers and our high rigid rails makes us safe for all ages! Indulge in a wide variety of our customized Food & Beverage catering packages, or opt for our BYO option, all offered at reasonable pricing. Sailing on Romancing The Wind will be a truly memorable and fun-filled experience. We’re standing by, ready to assist you! Call, text, or email today!
Types of yachts
About Sailing RTW
Why Book with Us?
WHY CHOOSE US
Experience San Diego Bay like never before with our private boat rentals and charters, complete with licensed captain and crew, breathtaking views of the skyline, and sightings of dolphins and sea lions – all on the safest luxury charter sailboat in San Diego!
Our professionalism is what sets us apart from the rest. Our experienced crew and captain are dedicated to providing exceptional service to ensure your satisfaction.
We prioritize earning and maintaining our clients’ trust. We achieve this through our commitment to transparency, honesty, and integrity in every aspect of our services.
We pride ourselves on our friendly and welcoming atmosphere. Our crew is dedicated to making sure every guest feels comfortable and has an enjoyable experience on our luxury charter sailboats.
We pride ourselves on providing affordable services without hidden fees or surprises. We believe in transparent pricing and include all taxes and fees in our quoted prices, so you know exactly what you’re paying for.
Check Out What Our Guest Say
Bernice and the rest of the crew knocked our boat day out of the park. They went the extra mile at every turn to make our birthday adventure spectacular. RTW’s staff are friendly, helpful, knowledgeable, and I really value their excellent communication. Everyone was so responsive during the booking phase and while customizing the experience to be perfect for our group. Thank you, RTW, for helping us create the most exceptional day on the water!
Amazing experience! A lot of fun and the crew was terrific! Highly recommend!
We chartered a sailboat for our friends bachelor party. Matt, Dustin, and BB graciously welcomed us on the boat and made sure we got to see all the best parts of SD. Our friend had such a great time and we will be definitely chartering another boat from here for future events.
Matt, Dustin, & BB were phenomenal!
Boat tour was a lot of fun and the crew is awesome! Definitely recommended! Cheers!
Matt Dustin and BB were amazing!!!!!! Great time and experience for my group.
Amazing vibes and crew! Recommend 100%
Matt, Dustin & BB were wonderful and made sure we had the best time. Boat is sick! Highly recommend it to anyone who wants to either get views from the bay or take a swim. They’re pros!
Best time ever. Amazing service and energy. Would definitely recommend
Alyson, Becca, Dustin, and Matt were sooo fun! What a dream trip! Would recommend to anybody!!
So much fun! Great experience!
Not just the boat, but the people 🙏 Pisces beware
Best place ever!
Man this boat is great #yolo
Best boat ever!!!! 5 stars for sure.
Great experience. The crew is super friendly and amazing. We attended my friends birthday on board and it was amazing.
I had a great time! The boat was amazing and the crew were extremely friendly. BB and Alyson were great and the entire boat crew made sure we made our trip fun. Will I be back? Yes!
Great for birthdays!
Great crew! Had so much fun!!
Great smooth sail! San Diego is a beautiful city to see from his boat !
Great customer service, super fun trip and felt very safe during the entire trip! Definitely would recommend
This trip has been one of the best since coming to San Diego. I will be back. From the crew, to the boat 10’s all around!!!
There is no better charter and no better team than RTW! We first boarded back in the summer of 2019 with a crew of 30 friends and family and have been back every summer since. Whether it’s a full boat of 30 or our most recent family outing of only 9 it’s always amazing. Jim the owner takes pride in his boat and making sure your experience is nothing short of perfect. The boat is clean and well maintained, while the crew is knowledgeable and courteous. Can’t wait to set sail again! Chuck & Kristin.
Had bar with hard liquor and very responsible for guests safety
The whole experience was amazing, they made our birthday celebration so special. BB was amazing 🥰
amazing hospitality, visiting from vegas and having a blast!
Loved it! San Diego Bay is so awesome!
Great time! Great vibes! 10/10 would recommend🔥
Staff were incredible and really attentive throughout the whole day! High recommend @sailingrtw. Eileen’s Bach wouldn’t have been amazing without you you guys!
The crew was incredible and so nice! They offered us blankets, snacks, and were so accommodating!
Great experience and service! Staff is very friendly and caring. They even bought us blankets because we were cold!
Best experience ever for my graduation celebration
Best people, best boat, great vibes!
Such a fun experience! The crew was amazing!
Vibes are immaculate!
So much fun!! Best sailboat experience !! A MUST if you are in San Diego !!
Amazing experience! Great music, great service!
10/10 experience! Would recommend to anybody I know, best time ever!!
I can’t say enough about how amazing this experience was!! BB the manager is awesome and the rest of the staff is great as well!! Boat is beautiful and spacious. Can’t say enough good things!! Definitely recommend!
Amazing place and great hospitality
BEST crew & BEST sailboat for any event! They were so accommodating and made our joint celebration one that we will remember forever! We did a late night cruise and even saw the fireworks from sea world. It became a little chilly towards the end of the night but they brought out so many blankets for our guests to use! We are definitely booking this boat again for a future day time swimming charter! HIGHLY HIGHLY recommend!!
Shout out to BB and crew for such a fun Bachelor Cruise!! #Ringintherayrays
BB is the goat. Great service, see yah again soon!
Book your unforgettable day on the water now!
Experience the exclusivity of a private charter on San Diego Bay with Romancing The Wind.