Key West Watersports Adventure


Sebago Watersports in Key West

My View Parasailing Above Key West

On a four day trip to Key West Florida, we really wanted to do some parasailing, jet skiing, snorkeling, and sailing. Turns out we could do it all on the same day!

Rather than try to do all these things separately (very expensive!), we found a few companies that do package deals where you can experience it all.

While these water-sports packages can save you a lot of money, you have to share the boat with a bunch of fellow travelers. I enjoy the company of strangers, so it wasn’t really an issue for me. :)

After a lot of internet research and talking to locals, we decided on a company called Sebago Watersports. They don’t advertise as much as the other companies, and they weren’t the cheapest option, but everyone spoke very highly of them.

Jet Skiing Key West

Jet Skiing Around Islands

Action-Packed Day

The 6 hour long Power Adventure Package included: Reef Snorkeling, Jet Skiing, Parasailing, Banana Boat Ride, Water Trampoline, Kayaking, breakfast, a huge lunch, plus free beer and champagne when sailing back at the end of the day.

Everyone also gets free tickets for a sunset sailing cruise later at night! It was by-far the best deal in town.

All of us had a great time. We rode the jet skis like we stole ‘em, flew above the turquoise blue water while parasailing, and saw giant stingrays, a 4 foot nurse shark, and tons of fish when snorkeling the reef.

Key West Catamaran

Relaxing on the Way Back

Sailing in Key West

My favorite part about this experience was that Idylwild, our 41′ sailing catamaran, was not crammed full of people. There were only 15 of us onboard. It felt like you were just out with a big group of friends.

I felt sorry for people who chose one of the other companies, we saw their gigantic boats motoring by with at least twice as many people while loudspeakers made announcements to the group.

It didn’t look very relaxing, more like a mass tourist operation! Just what I wanted to avoid. Mission accomplished!

There was plenty of food for lunch too, and everyone (except the captain of course) had a nice buzz on as we sailed back into the harbor. It’s hard to ask for a better day out on the water.

Key West Florida Sunset

Key West Sunset

Colorful Sunsets

If all that wasn’t enough, we still had our free tickets to the sunset sailing cruise. This was on a larger sailing catamaran, but still not too big.

Free beer and champagne the whole ride. For some reason they let me help one of the deckhands raise the main sail with 2 other volunteers, which was lots of fun. It’s harder than it looks!

I also saw one of the best sunsets I’ve ever seen. The sky suddenly exploded in hues of purple, pink, and orange as we sailed around the bay. Key West truly lived up to it’s reputation as a vacation paradise!


Specific Details

Location: Key West, Florida
Tour Company: Sebago Watersports
Total Cost: $122 per person
Notes: Bring lots of sunscreen! It’s a full day of activities, you’ll be pretty tired after everything. Book it online for a discount.

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6 Great Responses! Add Yours Below...


  1. Trish and Shawn
    August 10, 2010 at 11:10 pm #

    Shawn says looks like fun and we are jealous that you got out there before us, but you still look pretty white for a Florida boy = ) We love and miss you and the pictures are spectacular.

  2. Abby
    August 19, 2010 at 10:33 pm #

    Sweet pics, bro! I hope you drank your fare share of the free beer!!!!!

    • Matthew Karsten
      October 5, 2011 at 5:21 pm #

      You better believe it! They had to hide it so other guests could have a chance…

  3. This_Journey
    August 20, 2010 at 4:54 pm #

    Nice blog you’ve got going! The clear blue ocean looks amazing! Keep up the great work!

    • Matthew Karsten
      October 5, 2011 at 5:22 pm #

      Thanks! The water there is incredible looking. A bright turquoise blue, cool to see while soaring through the air.

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