Tradewinds Charters – My Sunshine 

4.7/5 (11 reviews)
 1125 Ala Moana Boulevard, Honolulu, HI 96814, United States

Tradewinds Charters – My Sunshine 

Honolulu, HI, United States
43 feet
6
4.7/5 (11 reviews)

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, and a private bathroom—everything you need for a seamless day at sea.

Safety is a top priority, with GPS, autopilot, life jackets, VHF radio, and wheel steering ensuring peace of mind. Alcohol 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.

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, and a private bathroom—everything you need for a seamless day at sea.

Safety is a top priority, with GPS, autopilot, life jackets, VHF radio, and wheel steering ensuring peace of mind. Alcohol 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.

Ken Middleton
Captain
Ken Middleton
36 years of experience
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
3 Hour – Cruise&Sail (8 AM)
FREE Cancellation 3 days notice
3 hour trip starts at 8:00 AM
US $695
Private tour: up to 6 people
3 Hour – Cruise&Sail (11 AM)
FREE Cancellation 3 days notice
3 hour trip starts at 11:00 AM
US $695
Private tour: up to 6 people
3 Hour – Cruise&Sail (2 PM)
FREE Cancellation 3 days notice
3 hour trip starts at 2:00 PM
US $695
Private tour: up to 6 people
2 Hour – Sunset Cruise
FREE Cancellation 3 days notice
2 hour trip starts at 5:30 PM
US $695
Private tour: up to 6 people
3 Hour – Fireworks Cruise
FREE Cancellation 3 days notice
3 hour trip starts at 5:15 PM
Seasonal trip
(Fri)
US $945
Private tour: up to 6 people
There are 10 people looking at this charter.

Customer reviews

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Rating

4.7
(11 reviews)
4.5
Boat & equipment
4.8
Captain & crew
4.8
Experience

All reviews (11)

Showing 15 of 11 reviews
Velma McMillan
Velma McMillan
us
Texas, US
Member since 2026
5.0
Verified
amazing trip!!
3 Hour – Cruise&Sail (11 AM) on May 25, 20262 adults

csptain was great enjoy the adveture we had

Kevin Michael
Kevin Michael
us
Pennsylvania, US
Member since 2025
5.0
Verified
Great trip
3 Hour – Cruise&Sail (2 PM) on December 4, 20252 adults

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

Kevin Smith
Kevin Smith
ca
British Columbia, Canada
Member since 2026
5.0
Verified
Dolphins!
3 Hour – Cruise&Sail (8 AM) on January 24, 20262 adults

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

Thea Anderson
Thea Anderson
us
Washington State, US
Member since 2025
5.0
Verified
Excellent!
3 Hour – Cruise&Sail (11 AM) on October 13, 20254 adults2 children

Great time, laid back atmosphere with a fun captain!

Sean Haldeman
Sean Haldeman
us
Alaska, US
Member since 2026
4.3
Verified
blown away
3 Hour – Cruise&Sail (2 PM) on March 25, 20262 adults

sails up no motor noise, beautiful water, beautiful sunset, and a spectacular captin.

FAQs about Tradewinds Charters – My Sunshine

Tradewinds Charters – My Sunshine offers the following trips to customers:
  • US $695 per group - 2 Hour – Sunset Cruise (2 hours)
  • US $695 per group - 3 Hour – Cruise&Sail (11 AM) (3 hours)
  • US $695 per group - 3 Hour – Cruise&Sail (2 PM) (3 hours)
  • US $695 per group - 3 Hour – Cruise&Sail (8 AM) (3 hours)
  • US $945 per group - 3 Hour – Fireworks Cruise (3 hours)
When you book a trip with Tradewinds Charters – My Sunshine, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Flybridge
  • Bimini
  • Kitchen
  • Shower
  • Bow Sundeck
  • Aft Sundeck
  • Ice Box
Tradewinds Charters – My Sunshine offers the following activities:
  • Boat & Yacht Tours
  • Sailing, Catamaran & Gulet Tours
  • Sunset Dinner Cruises
  • Whale & Dolphin Watching
  • Birthday Celebrations
  • Bachelorette & Bachelor Parties
  • Proposal & Engagement Trips

Your operator

Ken Middleton
Ken Middleton
Ken Middleton

Honolulu, Hawaii, United States

22 Customer reviews
Response time within an hour
Member since October 2024

Sailed over from Seattle, WA in the 1980's to start Tradewind Charters. With a fleet of 3 charter vessels based in Kewalo Harbor, we specialize in private, upscale charters for 2-29 guests.

22 Customer reviews
Response time within an hour
Member since October 2024

Sailed over from Seattle, WA in the 1980's to start Tradewind Charters. With a fleet of 3 charter vessels based in Kewalo Harbor, we specialize in private, upscale charters for 2-29 guests.

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
Engine model
Yanmar
Max crusing speed
7 knots
Powered by
1 x 65HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
2 cabins
Number of berths
1 berth
Number of heads
2 heads
Number of full baths
1 full bath
Number of toilets
2 toilets
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

Which kind of activities are offered

Boat & Yacht Tours
Sailing, Catamaran & Gulet Tours
Sunset & Dinner Cruise
Whale & Dolphin Watching
Birthday Celebrations
Bachelorette & Bachelor Parties
Proposal & Engagement Trips

Which amenities are available onboard

GPS
VHF Radio
Autopilot
Anchor
Wheel Steering
Life Jackets
Flybridge
Bimini
Kitchen
Shower
Bow Sundeck
Aft Sundeck
Ice Box

What's included in the trip price

What’s allowed on the boat

Child Friendly
Alcohol
Swimming

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


Fuel is included

Fuel is included in the price of the rental.

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.

Compare similar boating charters

Current
Tradewinds Charters – My Sunshine
Tradewinds Charters – My Sunshine
4.7
/5
(11 reviews)
43 feet
Group size 1 - 6
1 - 6
3 hour trip • up to 6 persons
US $695