Romancing the Wind

San Diego’s Finest Sailing Yacht Charter

Romancing the Wind

San Diego’s Finest Sailing Yacht Charter

Romancing the wind
The finest sailing yacht in San Diego!

Located on San Diego Bay, Romancing the Wind offers year-round Custom, Private Luxury San Diego Yacht Charters for groups up to 30 passengers. We specialize in Corporate Events, Bachelor and Bachelorette Parties, Birthdays, Weddings and Burials at Sea. If that’s not enough, we have a wide range of options with our San Diego Sailing Cruises including Sunset Sails, Cocktail Cruises, Whale and Dolphin watching, Anchor & Swim Parties or just plain Family Fun… 
We do it all.

Catering Options

Welcome below deck

We Honor Our Community Heroes

We offer discounts to active and retired Military, active First Responders, and
Seniors 65 or older.

5.0
Based on 210 Reviews
google
Jade Barbosa Ribeiro
August 15, 2024

We had the absolute best time! The team was very professional and fun! I highly recommend you work with them and spend the best time in the ocean!

google
Joe Madden
August 13, 2024

What a fantastic day on Romancing the Wind! Everyone on the crew went above and beyond to make everything right for us & we had a truly epic day on the ocean on this wonderful boat. Jim and Bernice were great getting us booked and working with us, & our crew of Captain Cory, James & Allison were the best. An absolutely phenomenal way to spend the day with family on the beautiful San Diego Bay!

google
asuralissmith1
August 3, 2024

We had a great sail with captain Cory and crew! Highly recommend this crew!

google

Perfect venue to honor my late husband and to release his ashes to the sea with family. Boat was beautiful and the Captain and his crew were friendly yet respectful of the event. Would recommend for any special event.

google

We booked Sailing RTW to scatter my dads ashes. The crew are super nice and very professional. They are a very well run charter and definitely will be on their great boat again

google
Jeff Lee
May 28, 2024

Fabulous day on the water. The boat is very comfortable, and the ride was very smooth. Highly recommend this charter.

google
Alyssa Mistretta
May 26, 2024

This boat was awesome!! Crew was amazing and so nice. Definitely a ride a to remember

google
Kylie Opelski
May 26, 2024

So much fun!!! I highly recommend!!!

google
Harley Wahl
May 26, 2024

Great sailing experience on the bay!

google
Summer Silvestri
May 26, 2024

We had the best guides, Luke and alyson! They were amazing!

google
g Huston
May 26, 2024

So fun

google
Kareem Sayavong
May 26, 2024

Very lovely crew and a Luke & Allison are great at their jobs!

google
Jake Stofer
May 26, 2024

Best charter vere

google
Gavin Colburn
May 26, 2024
google
Matthew Basich
May 26, 2024

Great time

google
Zack Stofer
May 26, 2024

Amazing service. Worth every penny

google
AJ Moore
May 26, 2024

Luke was great. Awesome time and great guides

google
Kyle C
May 26, 2024

Great

google
Angelica Alvarez
May 21, 2024

10/10 Recommend!! We were looking for a boat that can accommodate our group of 18 people and we had very limited options. I am so glad we found SailingRTW because it was truly one of the best experiences to ride with them! They were friendly, welcoming, professional, and the booking process was seamless. Thank you sooo much for making our bachelor/bachelorette group memorable!

google
Lord Snerts
March 25, 2024

Romancing the Winds is the choice for chartering a boat to enjoy the beautiful San Diego harbor. My family and I gathered to spread my father's ashes. Jim, the rest of the crew, and Bernice were excellent. Professional and accommodating they ensured this special event went flawlessly. Two of the family members have limited mobility, and have issues with stairs. Jim and the crew got them out of the wheelchairs, and onboard with no problems. The large vessel had comfortable seating for folks in their seventies and younger. Plenty of room for the nineteen attendees. Finally, the team are excellent communicators. From the booking to returning to dock I felt informed and taken care of. We were racing against a storm, and the FUNeral speeches were going a bit long. Jim politely came up to me, whispered "fifteen minutes until the rain starts", and allowed me to direct the family to wrap it up. This small detail meant the world during this difficult time, and ensured we got back safe. You won't be disappointed when booking Romancing the Wind.

google
Juan Zwolinski
March 22, 2024

Captain Dan and crew are great, and the boat is super comfortable!

google

Amazing!

google
Daniela Radl
March 22, 2024

Captain Dan took us in an amazing boat ride to see the sunset in the bay! He was super smooth and patient!!!! His boat was very comfy and clean! Let’s do it again!!!!!

google
Elizabeth Berg
November 13, 2023

Romancing the Wind provided exceptional service for our nonprofit's event on Veteran's Day. Captain Jim Manos and his team are top notch professionals and communicated through the lead-up to our event. On event day, they went above and beyond with excellent day-of communications, helping our guests, offering warm blankets and beverages on board, ensuring everyone's safety, and then providing a beautiful sunset sail. Thank you, Captain Jim and team!

google
Bryanna Wiley
October 1, 2023
google
Esther Sandrali
October 1, 2023

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

google
Anabelle Barron
October 1, 2023

BEST PLACE EVER!!!!

google
Jordyn Martinez
October 1, 2023

Best boat crew ever!! Great experience

google
Hannah Hadland
October 1, 2023

10/10, they are so nice and fun here

google
Lito Millan
October 1, 2023

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

google
Zachary Conley
October 1, 2023

I had a great time on the water with this company

google

10/10 experience, owner & grew were amazing!

google
Maddy Redman
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!

google
Ashley Dasuki
September 10, 2023

The best crew!

google
Joezane Thomas
September 10, 2023

Great crew. Very patient.

google
olivia taber
September 10, 2023

Service was amazing!!!!!

google
Eyasu Moloro
September 10, 2023

Best experience

google
Sean Cotnam
September 10, 2023

Amazing boat with the best crew!!

google
Zach De Leon
September 10, 2023

Great sailing! Allison is the best!

google
Jeff Stuart
September 9, 2023

Epic time with SailingRTW. Very friendly and helpful crew!

google
Brian
September 9, 2023

Great experience and even better crew!

google
Andrew Doyle
September 9, 2023

Awesome time! Crew was amazing. HIGHLY recommend!

google
Alise Squiric
September 3, 2023

Had a blast and a half

google
Collen Wooten
September 3, 2023

Allison is amazing! Highly recommend

google
Shannon Boyd
September 3, 2023

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

google
Courtney West
September 3, 2023

Best experience ever! Highly recommend!

google
Dana Lombardi
September 3, 2023
google
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.

google
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!!!! ⛵️

OTHER COOL THINGS TO DO IN
SAN DIEGO!

Book Your Unforgettable
San Diego
Yacht Charter!