Romancing the Wind San Diegos Finest Sailing Yacht Charter

Pricing Starts at $600/hr.

(Captain & Crew Included)
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The Best Way To Experience San Diego

Come aboard and experience the Best Charter Boat on San Diego Bay. Let Romancing The Wind become your own private yacht with our custom bay tours and offshore sailing packages! Our beautiful 60’ Sailing Yacht is the best way to see the sights San Diego Bay and surrounding waters has to offer. Our private yacht charters are perfect for Corporate & Team-Building Events, Conventions, Birthday Celebrations, Family Reunions, Bachelor/ Bachelorette PartiesWeddings, Engagement Parties and much more! Enjoy cruising San Diego Bay while being immersed in your favorite music from our incredible Bluetooth sound system while you create lasting memories with your family, friends, or co-workers. Try cooling off with one of our seasonal 3 & 4- hour sail & swim 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 with Romancing The Wind Charters will be a truly memorable and fun-filled experience. We’re standing by, ready to assist you! Call, text, or email today!

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Welcome Aboard

About Sailing RTW

Why Book with Us?

Breathtaking Views:

Experience the breathtaking beauty of San Diego Bay from the water, with unparalleled views of the downtown skyline, historic vessels, Coronado Bridge, Cabrillo Mountain, and more.

Private and Personalized:

Our private boat rentals offer a personalized experience tailored to your needs and preferences, allowing you to enjoy the day with your favorite people without any distractions or interruptions.

Experienced Crew:

Our boats come complete with an experienced licensed Captain & Crew, ensuring that you have a safe and enjoyable experience on the water.

Fun for Everyone:

Our private boat rentals are perfect for everyone, whether you're on vacation, celebrating a special occasion, or simply need a day out on the water with your friends or family. Spotting dolphins and sea lions along the way is an added bonus!

Charter Smarter

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!

 
Professional

Our professionalism is what sets us apart from the rest. Our experienced captain and crew are dedicated to providing exceptional service to ensure your satisfaction.

Trusted

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.

Friendly

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.

Affordable

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

5.0
Based on 191 Reviews
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Bryanna Wiley
October 1, 2023
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Esther Sandrali
October 1, 2023

Amazing hospitality and such a great time was had on the boat 🙂 I would highly recommend to anyone

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Anabelle Barron
October 1, 2023

BEST PLACE EVER!!!!

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Jordyn Martinez
October 1, 2023

Best boat crew ever!! Great experience

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Hannah Hadland
October 1, 2023

10/10, they are so nice and fun here

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Lito Millan
October 1, 2023

Best experience out here in SD it’s a definite must do when in San Diego

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Zachary Conley
October 1, 2023

I had a great time on the water with this company

10/10 experience, owner & grew were amazing!

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Maddy Lang
September 18, 2023

We enjoyed our boat cruse with Sailing RTW. Jim, Bernice, and Dustin were great hosts for our group of 29. The boat was in great condition and the route chosen by our crew had a lot of wonderful San Diego sights to see. We would definitely recommend Sailing RTW to anyone looking to have an amazing boat trip during their time in San Diego! We can't wait to come back and book another trip with them soon!

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Ashley Dasuki
September 10, 2023

The best crew!

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Joezane Thomas
September 10, 2023

Great crew. Very patient.

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olivia taber
September 10, 2023

Service was amazing!!!!!

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Eyasu Moloro
September 10, 2023

Best experience

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Sean Cotnam
September 10, 2023

Amazing boat with the best crew!!

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Zach De Leon
September 10, 2023

Great sailing! Allison is the best!

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Jeff Stuart
September 9, 2023

Epic time with SailingRTW. Beautiful time sailing and friendly and amazing crew!

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Brian
September 9, 2023

Great experience and even better crew!

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Andrew Doyle
September 9, 2023

Awesome time! Crew was amazing. HIGHLY recommend!

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Jessica Tadesse
September 4, 2023
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Alise Squiric
September 3, 2023

Had a blast and a half

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Collen Wooten
September 3, 2023

Allison is amazing! Highly recommend

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Shannon Boyd
September 3, 2023

The most fun I’ve had since I moved to San Diego

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Courtney West
September 3, 2023

Best experience ever! Highly recommend!

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Dana Lombardi
September 3, 2023
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Cecilia W
September 1, 2023

We had a great time, about 20 of us went on a graduation excursion. The captain and crew made sure we were all comfortable and made it even more memorable for us.

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alex allard
August 25, 2023

Booked with RTW sailing for my bachelorette party and I wish I could give 100000 stars!!! If you want a fun time with an amazing boat book with Jim and his crew!!!! ⛵️

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Ashlyn Fuller
August 25, 2023

Jim and his crew were literally the best for my friends Bach/boat day. If you’re looking to have a good time and great people to sail you around you NEED to book them!

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Hannah McKinney
August 25, 2023

Planning a bachelorette as a MOH could not have been easier with RTW Sailing. 10/10 communication and such an amazing boat day. The bride will never forget these memories!!!!

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Shelbi Papp
August 25, 2023

Best boat ride for our bachelorette party! Staff was amazing and made the experience 10/10!

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Olivia Ricks
August 25, 2023

The crew was so fun! And we had the best time!!! Highly recommend!!!

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Michael Smith
August 25, 2023

Great vibes!!!

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Makayla Casillas
August 25, 2023

Best boat day ever! So much fun dancing and drinking! Perfect for a bach party!

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H Sophia
August 25, 2023

Best boat day for a Bach absolutely best time

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Megan Frabasilio
August 25, 2023

Best boat day ever! Came for a bachelorette and it was everything we wanted!

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Sara Gottlieb
August 13, 2023

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!

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Mark Maalouf
August 11, 2023

Amazing experience! A lot of fun and the crew was terrific! Highly recommend!

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Mohamad Nasser
August 11, 2023

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.

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Robert Massaad
August 11, 2023

Matt, Dustin, & BB were phenomenal!

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Andrew Kakunda
August 11, 2023

Boat tour was a lot of fun and the crew is awesome! Definitely recommended! Cheers!

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Foreign Records
August 11, 2023

Matt Dustin and BB were amazing!!!!!! Great time and experience for my group.

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Philip Elchemali
August 11, 2023

Amazing vibes and crew! Recommend 100%

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Giorgio Massaad
August 11, 2023

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!

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Shabibz
August 11, 2023

Best time ever. Amazing service and energy. Would definitely recommend

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Spencer H
July 30, 2023

Alyson, Becca, Dustin, and Matt were sooo fun! What a dream trip! Would recommend to anybody!!

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Chase Loken
July 30, 2023

So fun!!!

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Anthony Watson
July 30, 2023
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Mitch Wheeler
July 30, 2023

So much fun! Great experience!

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Brendon Lemon
July 30, 2023

Not just the boat, but the people 🙏 Pisces beware

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Ben Wheeler
July 30, 2023

Best place ever!

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Brendan Gay
July 30, 2023

Man this boat is great #yolo

Book your unforgettable day on the water now!

Experience the exclusivity of a private sailing charter on San Diego Bay with Romancing The Wind.

Book your unforgettable day on the water now!