Tradewinds Charters – My Sunshine 

4.9
/5
(8 reviews)
 1125 Ala Moana Boulevard, Honolulu, HI 96814, United States

Tradewinds Charters – My Sunshine 

4.9
/5
(8 reviews)
map-thumbnail
1125 Ala Moana Boulevard
Honolulu, HI, United States

Experience the beauty of the Pacific aboard My Sunshine, a well-maintained 2004 Jeanneau Deck Salon Sailing Yacht designed for unforgettable adventures. Based in Honolulu, this elegant vessel accommodates up to six guests, making it perfect for intimate getaways, family outings, or thrilling water excursions.

Powered by a 65 HP diesel Yanmar engine, My Sunshine cruises smoothly at 7 knots, ensuring a relaxing journey. With a spacious deck, flybridge, and comfortable berth, you’ll enjoy both luxury and practicality. Amenities include a bimini for shade, aft and bow sundecks for sunbathing, a full kitchen, and a private bathroom—everything you need for a seamless day at sea.

Your expert captain, Ken Middleton, specializes in fishing, sailing tours, snorkeling, and diving excursions, promising a tailored experience. Optional add-ons like refreshing drinks and snorkeling gear elevate your trip.

Safety is a top priority, with GPS, autopilot, life jackets, VHF radio, and wheel steering ensuring peace of mind. Alcohol, swimming, and children are welcome aboard!

Don’t just dream of adventure—make it a reality! Book your Honolulu sailing experience today and create lasting memories on My Sunshine.

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Customer reviews

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Rating summary

4.9/5
out of 5 stars from 8 reviews
Boat
4.8/5
Crew
4.9/5
Experience
5.0/5

Photos & videos by reviewers (3)

Dolphins!
Great day for snorkeling
Great day for snorkeling

Customer rating

7
1
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Showing 1 - 5 of 8 reviews
Showing: 5 of 8 reviews
Shelley C.
Shelley C.
5.0/5

Feb 22, 2026

2 Hour – Sunset Cruise

Boating with Ken

VERIFIED
NEW

 

Captain replied
 Shelley C. recommends Tradewinds Charters – My Sunshine
 Shelley C. recommends Tradewinds Charters – My Sunshine
undefined (The Captain)
Replied on March 9, 2026
Thank you for the 5-star review, Shelley! We’re so glad you enjoyed the boat and crew. We really appreciate you choosing us and hope to have you back out on the water again soon.

Kevin M.
Kevin M.
5.0/5

Dec 4, 2025

3 Hour – Cruise&Snorkel (2 PM)

Great trip

VERIFIED

Wes was great, he found the wildlife we were looking for and was a gracious host in general. Highly recommend this tour.

Wes was great, he found the wildlife we were looking for and was a gracious host in general. Highly recommend this tour.  

 Kevin M. recommends Tradewinds Charters – My Sunshine
 Kevin M. recommends Tradewinds Charters – My Sunshine

Kevin S.
Kevin S.
5.0/5

Jan 24, 2026

3 Hour – Cruise&Snorkel (8 AM)

Dolphins!

VERIFIED

Great time with Captain Wes. He sailed us right next to a pod of dolphins, fantastic experience.

Great time with Captain Wes. He sailed us right next to a pod of dolphins, fantastic experience.  

Review media 0
 Kevin S. recommends Tradewinds Charters – My Sunshine
 Kevin S. recommends Tradewinds Charters – My Sunshine

Thea A.
Thea A.
5.0/5

Oct 13, 2025

3 Hour – Cruise&Snorkel (11 AM)

Excellent!

VERIFIED

Great time, laid back atmosphere with a fun captain!

Great time, laid back atmosphere with a fun captain!  

 Thea A. recommends Tradewinds Charters – My Sunshine
 Thea A. recommends Tradewinds Charters – My Sunshine

Lia R.
Lia R.
5.0/5

Sep 8, 2025

3 Hour – Cruise&Snorkel (11 AM)

Great trip!

VERIFIED

Mikey was a great captain! Extremely knowledgeable and great fun. Definitely highly recommend!

Mikey was a great captain! Extremely knowledgeable and great fun. Definitely highly recommend!  

 Lia R. recommends Tradewinds Charters – My Sunshine
 Lia R. recommends Tradewinds Charters – My Sunshine

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
March 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour – Cruise&Snorkel (11 AM)
FREE Cancellation 3 days notice
3 Hour Trip, starts at 11:00 AM
Price for up to 6 people
US $695 
3 Hour – Cruise&Snorkel (2 PM)
FREE Cancellation 3 days notice
3 Hour Trip, starts at 2:00 PM
Price for up to 6 people
US $695 
2 Hour – Sunset Cruise
FREE Cancellation 3 days notice
2 Hour Trip, starts at 5:30 PM
Price for up to 6 people
US $695 
3 Hour – Cruise&Snorkel (8 AM)
FREE Cancellation 3 days notice
3 Hour Trip, starts at 8:00 AM
Price for up to 6 people
US $696 
3 Hour – Fireworks Cruise
FREE Cancellation 3 days notice
3 Hour Trip, starts at 5:15 PM
Seasonal trip (Fri)
Price for up to 6 people
US $795 
There are 4 people looking at this listing.

Customer reviews

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Rating summary

4.9/5
out of 5 stars from 8 reviews
Boat
4.8/5
Crew
4.9/5
Experience
5.0/5

Photos & videos by reviewers (3)

Dolphins!
Great day for snorkeling
Great day for snorkeling

Customer rating

7
1
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Showing 1 - 5 of 8 reviews
Showing: 5 of 8 reviews
Shelley C.
Shelley C.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Boating with Ken

VERIFIED
NEW

2 Hour – Sunset Cruise on February 22, 2026

 

 Shelley C. recommends Tradewinds Charters – My Sunshine
undefined (The Captain)
Replied on March 9, 2026
Thank you for the 5-star review, Shelley! We’re so glad you enjoyed the boat and crew. We really appreciate you choosing us and hope to have you back out on the water again soon.

Kevin M.
Kevin M.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Great trip

VERIFIED

3 Hour – Cruise&Snorkel (2 PM) on December 4, 2025

Wes was great, he found the wildlife we were looking for and was a gracious host in general. Highly recommend this tour.

Wes was great, he found the wildlife we were looking for and was a gracious host in general. Highly recommend this tour.  

 Kevin M. recommends Tradewinds Charters – My Sunshine

Kevin S.
Kevin S.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Dolphins!

VERIFIED

3 Hour – Cruise&Snorkel (8 AM) on January 24, 2026

Great time with Captain Wes. He sailed us right next to a pod of dolphins, fantastic experience.

Great time with Captain Wes. He sailed us right next to a pod of dolphins, fantastic experience.  

Review media 0
 Kevin S. recommends Tradewinds Charters – My Sunshine

Thea A.
Thea A.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Excellent!

VERIFIED

3 Hour – Cruise&Snorkel (11 AM) on October 13, 2025

Great time, laid back atmosphere with a fun captain!

Great time, laid back atmosphere with a fun captain!  

 Thea A. recommends Tradewinds Charters – My Sunshine

Lia R.
Lia R.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Great trip!

VERIFIED

3 Hour – Cruise&Snorkel (11 AM) on September 8, 2025

Mikey was a great captain! Extremely knowledgeable and great fun. Definitely highly recommend!

Mikey was a great captain! Extremely knowledgeable and great fun. Definitely highly recommend!  

 Lia R. recommends Tradewinds Charters – My Sunshine

FAQs about Tradewinds Charters – My Sunshine

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What the boat is like

Boat category
Skiffs and flats boats
Boat type
Skiff
Boat manufacturer
Jeannaeu
Boat Model
Deck Salon
Year built
2004
Boat length
43 ft
Capacity
6 persons
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