Extreme Adventures

As relaxing as the Florida Keys and Key West are, there is also an extreme side to island life, from floating hundreds of feet in the air for remarkable aerial views to plunging 90 feet below the sea for a look at depths unknown. Experience phenomenal helicopter tours, parasailing and skydiving in the Florida Keys with our quick guide to extreme adventures.
For Florida Keys Extreme Adventures, please select an island location:

Key LargoIslamoradaMarathonKey West

Key Largo


Key Largo Parasail

(877) 904-8865
Mile Marker 104 Oceanside
103900 Overseas Hwy, Key Largo, FL 33037
With 1 – 3 participants, launch over glistening waters to breathtaking heights and see the Keys from the sky.

Keys Skis and Adventures

(305) 451-0047
Mile Marker 100 Oceanside
197 Ocean Dr, Key Largo, FL 33037
Traverse the open waters at exhilarating speeds on a jet ski in the Atlantic or Florida Bay. Thrill-seekers can stay high and dry with an aerial view of the spectacular Florida Keys while parasailing. Keys Skis and Adventures also offers kayak and bicycle rentals.





(305) 664-8070
Mile Marker 77.5 Bayside
77522 Overseas Hwy, Islamorada, FL 33036
Voted the No. 1 place every tourist should visit, Robbie’s of Islamorada is a top-rated attraction with a variety of activities to choose from at their facility. There’s something for everyone to do including hand-feeding massive tarpon, shopping throughout the open-air market, diving, snorkeling and specialty fishing charters, boating, parasailing, kayaking, paddle boarding and more.




Ultimate HeliTours

(888) 535-4354
Mile Marker 52 Gulfside
9850 Overseas Hwy, Marathon, FL 33050
See the magnificence of the Florida Keys from high in the sky and discover what makes this island chain one of the most popular travel destinations in the world.

Lighthouse Parasail

(252) 722-3669
Mile Marker 47.5 Gulfside
1480 Overseas Hwy, Marathon, FL 33050
In proud partnership with Captain Pip’s Marina, Lighthouse Parasail is excited to offer a variety of different flights and parasail charter options to accommodate all of your family and friends. Their USCG-licensed captain and crew have extensive experience parasailing on the East Coast. Prioritizing safety and professionalism with a clear focus on providing an extraordinarily fun experience of a lifetime.


Key West


Skydive Key West

(305) 396-8806
5 Bat Tower Rd, Summerland Key, FL 33042
Call yourself a thrill-seeker? Try free falling at speeds greater than 120 mph over a tropical island chain for an adrenaline rush unlike any other. Share the experience with friends and family by opting for their video and picture package.

Air Adventures Helicopters

(844) 246-3594
3471 S Roosevelt Blvd, Key West, FL 33040
Get a bird’s eye view of Key West, the surrounding islands and pristine waters where the Atlantic Ocean and Gulf of Mexico meet.

Contact Us

We’re preparing for a safe re-opening soon (June 1st is our goal date) with additional measures to keep you, your family, our employees, and contractors as safe as possible during your return to our Florida Keys paradise.

1. As recommended by the CDC’s social distancing guidelines, guests shall be advised to practice physical distancing by standing at least six feet away from other groups of people not traveling with them, including any area where guests or employees queue.

2. During all times in which the usage of masks/face coverings is recommended by the CDC and/or other local health authorities guests and employees or contractor will be required to wear a mask/face covering if unable to maintain 6 ft distance or inside of any building other than the guests rented space.

3. Contactless Check-In. Pre-arrival instructions including a digital door lock code will be emailed to each guest prior to arrival. No need to meet anyone face-to-face before entering the rental space.

4. If not wearing protective gloves, all employees shall follow CDC guidance regarding hand-washing. Employees shall wash their hands for at least 20 seconds, or use sanitizer when a sink is not available, after any of the following activities: using the restroom, sneezing, touching the face, cleaning, smoking, eating, drinking, accepting items from a guest, taking a break, and before a shift and as needed throughout the shift. When possible, employees shall wear gloves for added protection
and sanitation efforts. Proper hand hygiene, in accordance with CDC guidelines, should be followed prior to and after removing the gloves.

5. Cleaning products and protocols shall include EPA-approved disinfectants that meet CDC requirements for use and effectiveness against viruses, bacteria and other airborne and bloodborne pathogens.

6. ULV Fogging between guest stays with EPA-approved, non-toxic disinfectants that meet CDC requirements for use and effectiveness against viruses, bacteria and other airborne and bloodborne pathogens. ULV fogging will also be concentrated on non-removable bedding in each rental space.

7. In anticipation of individual concerns of guests, housekeeping shall not enter a guest room during a stay unless specifically requested, or approved, by the guest, or to comply with established safety protocols. Housekeeping shall maintain the practice of cleaning rooms thoroughly following check-out.

8. Professionally laundered linens and towels with the warmest allowable temperature so as not to degrade the quality of the product.

9. Non-emergency maintenance issues will be scheduled after guest departure to reduce contact risks for both our guests and our contractors. If assistance is needed during your stay we will ask for permission to enter the rental space to conduct necessary repairs as timely as we possibly can, however, please keep in mind delays could occur as our contractors do provide services to others outside of KeysCaribbean.