Catalina Adventure Sailing

Avalon, California
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Catalina Sunset Adventure Sail

About Your Guide

Profile photo of Captain Experiences guide Raphael Middleman

Raphael Middleman

Independent Guide
Talkative
Laid-back
Beginner Oriented
Comfortable
Quality
Hands-off
I’ve been sailing for over 45 years and have always loved both racing and cruising. I really enjoy spending time with people on the water and under sail so being a sailboat charter captain is a dream come true. Catalina Island is so beautiful, full of wildlife and has such a rich history it makes the ultimate setting for my tours.

About Your Guide

Profile photo of Captain Experiences guide Raphael Middleman

Raphael Middleman

Independent Guide
I’ve been sailing for over 45 years and have always loved both racing and cruising. I really enjoy spending time with people on the water and under sail so being a sailboat charter captain is a dream come true. Catalina Island is so beautiful, full of wildlife and has such a rich history it makes the ultimate setting for my tours.
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
38” Striped Bass
If you were cooking for all your friends what would you cook?
Buffalo Wings
What’s your favorite band?
Black Sabbath
What’s your favorite movie?
Young Frankenstein

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
38” Striped Bass
If you were cooking for all your friends what would you cook?
Buffalo Wings
What’s your favorite band?
Black Sabbath
What’s your favorite movie?
Young Frankenstein
What’s your favorite sports team?
Los Angeles Dodgers
What’s your drink of choice?
Modelo
What was your last halloween costume?
Cheech Marin
What do you want for Christmas this year?
A good book
How did you get started guiding?
I purchased a sailboat tour
What makes you different from other guides?
I love meeting people and learning about their life experiences
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Catalina Adventure Sailing Trips

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Fishing in Destin
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Eco Tour, Booze Cruise, Sunset Cruise in Avalon

Catalina Sunset Adventure - 38'

NEW Guided by Raphael
38 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Booze Cruise, Sunset Cruise in Avalon

Catalina Sunset Adventure - 30'

NEW Guided by Raphael
30 ft 1 - 6 People From $500

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Catalina Adventure Sailing Photo Gallery

Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 25th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
January 4th, 2026
Avalon, California
Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 25th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 25th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
January 4th, 2026
Avalon, California
Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 25th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
December 26th, 2025
Avalon, California
Catalina Sunset Adventure Sail
Catalina Sunset Adventure - 38'
December 25th, 2025
Avalon, California
Catalina Sunset Adventure - 30'
Catalina Sunset Adventure - 30'
December 26th, 2025
Avalon, California
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