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With Captain
Relaxed San Diego sailing with a friendly captain who sets up extras like charcuterie and ice, creating an easygoing, hosted feel on the water.
2002 Hunter 356 sailing vessel suited for comfortable harbor cruising, offering a stable ride and space to enjoy snacks, drinks, and coastal views.
Guests highlight smooth communication, helpful last‑minute support, and a welcoming captain who hosts attentively and keeps the outing running easily.
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AI Overview
Owner's Description
Create Lasting Memories on a Private Sailing Tour-Our sailing experiences are designed to bring people together for all occasions or simply a relaxing time on the water. We believe the best moments are spent together—away from distractions—where you can laugh, share stories, and reconnect. Step aboard for a relaxing and memorable adventure that allows you to truly prioritize quality time. On your sail you will experience what America's Finest City has to offer. From the Coronado Bridge, USS Midway, Seaport Village, the Rady Shell, and the beautiful skyline of downtown San Diego. What are you waiting for? Come sail with us! ✨ Rates & Guests - Pricing dependent on length of sail - Maximum of 10 guests ⚓ Charter Details - Food and beverages (alcoholic) are allowed, however no red liquids are permitted (no red wine, bloody mary's, etc.). Non-Alcoholic beverages and complimentary snacks will be provided. - Restroom is available onboard. - This is a bareboat charter. Getmyboat will collect both the Boat Cost and Captain Cost at booking. - Permit #4095 - Departure: Safe Harbor Sunroad Marina - Paid Parking is available at the marina - Captain gratuity is optional but very much appreciated Whether you’re sailing, enjoying the ocean breeze, or anchoring for a moment of calm, our goal is to give you an unforgettable day on the water together.
Optional Add-ons
These options can be added during checkout.
Ice
$5 per trip
Josh
4 total bookings
- Capacity
- 10 guests
- Sailing
- Cruising Monohull
Reviews
(2 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
3 photos have been added by reviewers who booked this listing.
as
apama
Our captain had our charcuterie delivery and a cooler of ice ready and was a wonderful host as we "strolled" around.
SL
Sarah
5 star! Great communication and helped me out in a last minute pinch. Captain Paul was amazing!!!! Made the trip! Will def use them if ever back in San Diego!
Josh
4 total bookings
At the heart of our private sailing tours is a simple mission: bringing friends and family together. Our sailing experiences create the perfect setting to talk, laugh, catch up, reconnect, celebrate and simply enjoy being together. It's more than time on the water - it's quality time and lasting memories with the people you love.
Features & Details
- Hunter
- 356
- Capacity: 10 people max
Safety Equipment
Fire Extinguishers
First Aid Kit
Life Jackets (1)
VHF Radio
Operating Equipment
Autopilot
Guest Amenities
Cabins (2)
Cooler
Pillows & Blankets
Sink
Sun Protection
Toilets (1)
Towels
Leisure & Entertainment Equipment
Bluetooth
Floats
Sound System
Indoor dinning Area
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
955 Harbor Island Drive
San Diego, California, 92101
United States
Departure Location
Cancellation Policy
Free cancellation up to 3 days before your trip.
Additional Terms & Information
Weather Cancellation: We can sail rain or shine, however, if the weather is unpleasant and you wish to reschedule, we are more than happy to do so. Lifejackets: Everyone 12 years and younger must wear life jackets while onboard the vessel. Bareboat contract and Waivers: This will need to be signed upon arrival. Waivers are to be signed by each passenger When and Where: We are located at Safe Harbor Sunroad Marina and we will meet at Gate 1: A-D . There is paid parking available onsite. Please arrive 15 minutes before the Captain will meet you at the far left Gate, ten minutes before departure time.
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