San Diego Sailing Excursions 

4.8/5 (2 reviews)
 955 Harbor Island Drive, San Diego, CA 92101, United States

San Diego Sailing Excursions 

San Diego, CA, United States
36 feet
6
4.8/5 (2 reviews)

You may qualify for a Loyalty discount with San Diego Sailing Excursions. To check if the Loyalty discount is available for your selected dates, please sign in.

Experience the exhilaration of sailing with us as our journey sets sail from the picturesque San Diego Bay. Our adventure promises an unforgettable experience for you, your family, and your friends. Embark on a voyage through the mesmerizing waters of San Diego, immersing yourself in the beauty of the coastline and uncovering hidden treasures along the way. Our tour is meticulously crafted to offer a seamless blend of excitement, relaxation, and exploration, ensuring that every moment is filled with wonder and delight.

As we navigate through the bay, you'll have the opportunity to soak in the panoramic views of San Diego's skyline, dotted with iconic landmarks and historic sites. From the majestic Coronado Bridge to the vibrant Gaslamp Quarter, our route is carefully curated to showcase the city's rich heritage and diverse culture. Our knowledgeable guides will regale you with fascinating stories and insider insights, providing a deeper understanding of San Diego's past, present, and future.
(if you ask about what you are seeing)

But our tour is not just about sightseeing—it's about creating unforgettable memories and forging meaningful connections. Whether you're a seasoned sailor or a first-time voyager, our crew is dedicated to ensuring that your experience is nothing short of extraordinary. Feel the wind in your hair as you sail effortlessly across the bay, basking in the warmth of the sun and the soothing sounds of the ocean.

As the day draws to a close, we'll return to our starting point, where our journey began. But the memories we've created together will last a lifetime, serving as a reminder of the beauty and magic that can be found when we set sail on the open sea. So come aboard and join us for an unforgettable adventure—one that will leave you with a renewed sense of wonder and a heart full of cherished memories.

Experience the exhilaration of sailing with us as our journey sets sail from the picturesque San Diego Bay. Our adventure promises an unforgettable experience for you, your family, and your friends. Embark on a voyage through the mesmerizing waters of San Diego, immersing yourself in the beauty of the coastline and uncovering hidden treasures along the way. Our tour is meticulously crafted to offer a seamless blend of excitement, relaxation, and exploration, ensuring that every moment is filled with wonder and delight.

As we navigate through the bay, you'll have the opportunity to soak in the panoramic views of San Diego's skyline, dotted with iconic landmarks and historic sites. From the majestic Coronado Bridge to the vibrant Gaslamp Quarter, our route is carefully curated to showcase the city's rich heritage and diverse culture. Our knowledgeable guides will regale you with fascinating stories and insider insights, providing a deeper understanding of San Diego's past, present, and future.
(if you ask about what you are seeing)

But our tour is not just about sightseeing—it's about creating unforgettable memories and forging meaningful connections. Whether you're a seasoned sailor or a first-time voyager, our crew is dedicated to ensuring that your experience is nothing short of extraordinary. Feel the wind in your hair as you sail effortlessly across the bay, basking in the warmth of the sun and the soothing sounds of the ocean.

As the day draws to a close, we'll return to our starting point, where our journey began. But the memories we've created together will last a lifetime, serving as a reminder of the beauty and magic that can be found when we set sail on the open sea. So come aboard and join us for an unforgettable adventure—one that will leave you with a renewed sense of wonder and a heart full of cherished memories.

Dewayne Glazewski
Captain
Dewayne Glazewski
11 years of experience

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
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Number of days
1
Group Size
2 adults • 0 children
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2 Hour – Deluxe Day Sailing
FREE Cancellation 3 days notice
2 hour trip starts at 11:00 AM
US $600
Private tour: up to 6 people
2 Hour – Deluxe Day Sailing
FREE Cancellation 3 days notice
2 hour trip starts at 1:00 PM
US $600
Private tour: up to 6 people
2 Hour – Deluxe Day Sailing
FREE Cancellation 3 days notice
2 hour trip starts at 3:00 PM
US $600
Private tour: up to 6 people
2 Hour – Deluxe Sunset Sailing
FREE Cancellation 3 days notice
2 hour trip starts at 5:00 PM
US $600
Private tour: up to 6 people
2 Hour – Deluxe Sunset Sailing
FREE Cancellation 3 days notice
2 hour trip starts at 6:00 PM
US $600
Private tour: up to 6 people
There are 3 people looking at this charter.

Customer reviews

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Rating

4.8
(2 reviews)
4.5
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (2)

Showing 12 of 2 reviews
Ken Affolter
Ken Affolter
us
California, US
Member since 2025
5.0
Verified
Best of the Best
2 Hour – Deluxe Day Sailing on August 9, 20256 adults

Couldn't have been a better experience!

Dewayne Glazewski
Response from Captain

Thank you for the review and choosing us! we hope to have aboard with us again!

David Curtis
David Curtis
us
Nevada, US
Member since 2025
4.7
Verified
August boating trip
2 Hour – Deluxe Day Sailing on August 16, 20252 adults

Dewayne Glazewski
Response from Captain

Thank you for the review, but I think you got us confused with someone else we do sailing, not fishing! We hope to have you aboard for a sail again soon!

FAQs about San Diego Sailing Excursions

San Diego Sailing Excursions offers the following trips to customers:
  • US $600 per group - 2 Hour – Deluxe Day Sailing (2 hours)
  • US $600 per group - 2 Hour – Deluxe Day Sailing (2 hours)
  • US $600 per group - 2 Hour – Deluxe Day Sailing (2 hours)
  • US $600 per group - 2 Hour – Deluxe Sunset Sailing (2 hours)
  • US $600 per group - 2 Hour – Deluxe Sunset Sailing (2 hours)
When you book a trip with San Diego Sailing Excursions, you can expect the following amenities onboard:
  • VHF Radio
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Bow Sundeck
  • Aft Sundeck
  • Audio System
  • Inside Speakers
  • Outside Speakers
  • Refrigerator
Trips booked with San Diego Sailing Excursions include:
  • Drinks
San Diego Sailing Excursions offers the following activities:
  • Boat & Yacht Tours
  • Sailing, Catamaran & Gulet Tours
  • Booze Cruises

Your operator

Dewayne Glazewski
Dewayne Glazewski
Dewayne Glazewski

San Diego, California, United States

2 Customer reviews
Response time 10 hours
Member since March 2025

Dewayne "DJ" Glazewski's love for the ocean began as a child, growing up around boats with his uncle and cousins in the maritime industry. Their passion sparked his curiosity, leading him to become a captain 10 years ago. But DJ didn't just want to sail—he wanted to share the experience in a way that felt real. That's why he founded San Diego Sailing Excursions—to offer more than just a boat ride. His mission? To immerse guests in the true art of sailing, letting them feel the wind, take the helm, and embrace the ocean like a real sailor.

2 Customer reviews
Response time 10 hours
Member since March 2025

Dewayne "DJ" Glazewski's love for the ocean began as a child, growing up around boats with his uncle and cousins in the maritime industry. Their passion sparked his curiosity, leading him to become a captain 10 years ago. But DJ didn't just want to sail—he wanted to share the experience in a way that felt real. That's why he founded San Diego Sailing Excursions—to offer more than just a boat ride. His mission? To immerse guests in the true art of sailing, letting them feel the wind, take the helm, and embrace the ocean like a real sailor.

What the boat is like

Boat category
Other
Boat type
Sailing
Boat manufacturer
Catalina
Boat Model
MK 1
Year built
1985
Restored in
2022
Boat length
36 ft
Capacity
6 persons
Number of cabins
1 cabin
Number of berths
2 berths
Number of heads
1 head
Number of full baths
1 full bath
Boat category
Other
Boat type
Sailing
Boat manufacturer
Catalina
Boat Model
MK 1
Year built
1985
Restored in
2022
Boat length
36 ft
Capacity
6 persons

Which kind of activities are offered

Boat & Yacht Tours
Sailing, Catamaran & Gulet Tours
Booze Cruises

Which amenities are available onboard

VHF Radio
Autopilot
Anchor
Wheel Steering
Life Jackets
Bow Sundeck
Aft Sundeck
Audio System
Inside Speakers
Outside Speakers
Refrigerator

What's included in the trip price

Drinks

What’s allowed on the boat

Child Friendly
Alcohol
Glass Bottles
Shoes

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Pay online in full

Pay online in full through BoatBooker and save on credit card fees at the dock.

No additional fees.

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