NO PRIOR EXPERIENCE IS NEEDED to enjoy kayaking and paddle boarding.

Islamorada offers some of the most beautiful waters in the Florida Keys. Nearby, paddlers can easily spend several days enjoying the turquoise waters of either the Atlantic Ocean or the Florida Bay (Gulf of Mexico).

Locally, several State Parks are only a few strokes away. Indian Key S.P., Lignumvitae Key Botanical S.P., Shell Key and Long Key S.P. all offer great paddling destinations along with a rich local history dating back to the early 1800’s.

Whether it’s relaxation or soft adventure you are looking for, consider spending some time paddling through the mangroves and taking in the sunset.

SUP or kayaking the Florida Keys is a great way to observe our local ecology while experiencing things you wouldn’t ordinarily see otherwise.

The staff at Backcountry Cowboy Outfitters can help answer questions you may have regarding paddling destinations, kayaks, paddleboards or gear, and even offer local advice to make your paddling here in the Florida Keys the most memorable possible.

Contact us for additional information or reservations.


Single Kayak or
Stand Up Paddle
Double Kayak
half day* $60 $75
full day* $75 $95
2 day $90 $115
3 day $115 $135
4 day $135 $165
week $165 $195

We Deliver Locally! (residential & resorts)
* not available for delivery
Kayak rates include paddle, PFD, and pump.