Skip to main content

Extreme Adventures

Home > Local Activities > 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.

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.

Website: keylargoparasail.com

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.

Website: keysskisandadventures.com

Islamorada

Robbie’s

(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.

  • Services include boat rentals, sunset, snorkeling, diving, and fishing charters, water sports equipment rentals including kayaks and paddle boards, parasailing, hand-feeding tarpon, and more

Website: robbies.com

Marathon

Keys Helicopter Tours

(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.

Website: keyshelicoptertours.com

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.

Website: captainpips.com

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.

Website: skydivekeywest.com

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.

Website: fly-keywest.com

Local Activities

Quick Menu

High Praise From Our Guests

"Nice place to stay well kept property . Marina is secure with Nice slips."

~ Wilder, 09/18/2024

"Amazing place so beautiful calm . Great place for family to enjoy vacation time.. sunset is amazingly beautiful......"

~ Gordo, 09/06/2024

"Absolutely loved it here very well kept up and beautiful. My kids had so much fun in the pool and sand that they don't want to leave! we will be coming again"

~ Sarah. 08/23/2024

"Great time! My husband and I rented this home with two other couples and we were very pleased with our stay. Carol was very communicative and quick to respond to any questions. We recommend and would definitely stay again!"

~ Nicole, 08/19/2024

"The pool was amazing. Would go back again and again."

~ Carrie, 08/15/2024

"We had a great stay! The villa was extremely clean and well furnished and our hosts were very accommodating and quick to respond!"

~ Brendan, 08/08/2024

"By far the best place we’ve ever stayed at in the keys. Beautiful home, fantastic staff, and the nicest boat dock I've ever used. The centrally located pool and community ice machine were a bonus. We will definitely be back."

~ Jamie, 07/28/2024

"Amazing place. The unit was nice and big. Easy to communicate with owner. Very clean and had all the features necessary to stay"

~ Pamela, 07/06/2024

"We had a wonderful visit to the Keys. The house we stayed in was perfect. Had everything we needed and loved the private pool which was well kept. Marathon was close by and we were able to pick up everything we needed. Would definitely recommend this place and we will be back!!"

~ Aileen, 07/02/2024

"Very spacious with great views from master & living room. Centrally located in Key Largo"

~ Greg, 06/27/2024

"Very comfortable accommodations with beautiful swimming pools. Be sure to see the sunrise from the pier."

~ Jon, 06/21/2024

"The entire Team and staff were great, helpful, kind and responsive. The place was amazing and surrounding areas were very peaceful. The beds were very comfortable and the kitchen was well equipped overall. My family and I would love to stay there again."

~ Alex, 6/14/2024

"Great place. Super clean and comfy"

~ Lyndon, 06/07/2024

"I live in Fort Lauderdale and found availability just 2 days before the busy memorial day weekend A beautifully decorated condo facing the ocean with plenty of space. I will never stay anywhere else when I go to Key Largo. Thank you to the hosts. Rooms: Rooms were large, super clean with large beds. Noteworthy details: Even provided pickleball paddles and yoga mats."

~ Andy, 5/28/2024

"Beautiful property and excellent location! Was perfect size for 3 adult couples and all agreed could have stayed forever"

~ Sheri, 5/23/2024

"Unit 67 at Indigo Reef is amazing. The location is perfect, situated on the end of a row of condos that opens up to a beautiful view of the Gulf. The interior was spotless and equipped with everything you need to enjoy your stay. Each rental comes with a boat slip, and use of the pool & fitness center. The grounds of Indigo Reef were peaceful and unbelievably well-maintained. We didn't want to leave and will definitely return!"

~ Janet, 4/28/2024

"This is a great escape in a small community of condos. The grounds are exquisitely maintained. The pool is large and communal. We had an unexpected live Jimmy buffet cover artist who was staying in the complex share live music at the pool on Sunday. Manatees visit in evenings to see what the fisherman brought back to the docks. The boat slips are easy to access and we'll maintained. Being a boating community helps set a common language for meeting the neighbors if that is an objective. The two private decks allow you space to retreat to privacy if that is an objective. Highly Recommend!"

~ Kurt, 4/27/2024

"Our extended family (ages 3 to 75) really enjoyed our stay at the Mariners Club while visiting the Keys for a wedding! The townhouse was spacious and had everything we needed. The pool was amazing, we were there every day. The location was great, close to groceries and good restaurants. Pam from KeysCaribbean was very kind and helpful, answering questions when booking and when we had trouble with the door locks!"

~ Ellen, 4/24/2024

"We loved our stay at Mariner's Club Key Largo! The grounds and unit were well kept and the view beautiful! Our family enjoyed the pools and hot tub each day and loved staying here as our home base while we explored the Keys and Everglades. We hope to be back again!"

~ Megan, 3/24/2024

"Beautiful, spacious condominium in a safe gated community with spectacular pools. We had a lovely time, highly recommend. Close to great restaurants, home is well stocked with everything you need for a comfortable stay."

~ Leah, 03/16/2024

"Beautiful setting, super friendly neighbors and neighborhood!! Lovely space to walk and read!! Easy access to all the other keys! We had a lovely respite! The beaches at Bahia were spectacular!!"

~ Susan, 1/28/2024

"The property management company went out of their way to make our stay memorable even after telling us that the property where we were originally staying had a broken AC. They quickly found another property which was much better. An upgrade from the original. An amazing house with ocean views, capacity for up to 14 people (we were 10) and amazing pool area that could comfortably seat about 20 people for much fun in the sun. I would stay there again without a doubt. The house was luxury (although that’s not what we originally ordered). We will forever remember this trip as one of our favorites. 🏝️🏊‍♀️🐠🐟🎣"

~ Delys, 1/16/2024

"Wow! The on-line pictures were beautiful and once we arrived it looked just as beautiful! Unit was spotlessly clean. Bedrooms gorgeous. Comfortable. Kitchen, perfectly stocked and clean. Bathrooms great. Views? SPECTACULAR! This unit was on the end, right on the waters edge and was just perfect! One morning we actually spotted 2 dolphins and their baby about 10 feet off shore right from our balcony! The grounds are gorgeous. Pool is perfect. Nice chairs and umbrellas. The map looks like the pool is a far walk but it was actually very close! Nice & close car port parking. Great restaurants close by ..."

~ Tracy, 1/9/2024

"This was one of the best properties we have stayed in over the course of several years of coming to Key Largo. The management company responded promptly to questions. The property was well-appointed and impeccably clean. The Mariner’s Club is an excellent facility and the location of this unit is outstanding with beautiful ocean views from the main living area and the master bedroom. What could be better than waking to the sun rising over the Atlantic! We would definitely return to this property again."

~ Peter, 7/15/2023

"We really enjoyed our stay here, (#533) ocean front condo we stayed at was very spacious with beautiful views, very clean, full kitchen with all kitchen essentials, big dining table, beach towels that really came in handy, very nice spacious balcony, washer and dryer, comfortable beds, very homey and cosy, they had complimentary snacks and bathroom toiletry essentials. Property has gated security 24/7 they have jet-ski and boat docking, nice pool and hot tub, very well maintained property, everyone on the property very friendly and helpful."

~ Tati, 07/05/2023

"WOW!!!!!! Best ever vacation that I've ever taken! 10/10 recommend using this site. I will return!"

~ Mark, 06/30/2023

"Our stay was short but amazing. Super relaxing, beautiful place and scenery. Everything close by. Communication was great with the host and the team, quick to respond"

~ Eilen, 06/26/2023

"Amazing place with a priceless view. Great hosts who made us feel right at home. We are already planning our next trip!"

~ Erika, 06/23/2023

"We had a wonderful stay. The views of the water and the sunset were fantastic. The sunrise colors were beautiful. The home was as described and well appointed. Beds, linens, and furnishings were very nice. We would definitely stay there again. Carol was a very responsive and helpful host."

~ D., 06/22/2023

"Very beautiful and comfortable space. New appliances and nicely decorated. Private pool was perfect!"

~ April, 06/21/2023

"Excellent place, the house is super nice and the host is very responsible and accessible all time, great place to go with family"

~ Deborah, 06/18/2023

"Great location, reasonable rates, nice property with all of the amenities that you can ask for. 😀"

~ J.C., 06/18/2023

"Everything was as advertised!!We enjoyed are stay and be we will be booking again and again!!!"

~ Daryl, 06/18/2023

"Great property !! We stayed here for a family vacation and it was just perfect. Very comfortable home, in a beautiful neighborhood. The pool area is very peaceful and very close to the unit. We made good use of the boat slip as there are boat rental companies and great sandbars and fishing spots near by. Overall I would say this property is a gem."

~ Aileen, 06/16/2023

"Love the location , the property , the views . Checking in was very easy , we got approved to check in an hour earlier which was great 😊 Bahia Honda is a beautiful beach and within minutes . Communication with the rental team was very easy and they reply to all my questions very fast .. would definitely stay here again."

~ Redkenia, 06/13/2023

"The place was easy to find. Very convenient to dock our boat behind the house. Easy access to the ocean. The whole family had a great experience! Everyone slept comfortably. The house was spectacular! Communication was excellent. We got to Duck Key earlier than expected and were able to check in early. Couldn’t ask for a better place to stay!"

~ LightPacker821908, 05/23/2023

"Pam was extremely responsive and helpful. Her property is at a great location on Duck Key. We loved having a private pool. Bedrooms and bathrooms were very clean and as advertised."

~ Blake, 05/14/2023

"Amazing place, amazing views, makes for an amazing trip! Thanks Indigo and KeysCarribean!"

~ Doug, 05/07/2023

"This townhouse (until 711) has the most amenities than we have seen at our usual Airbnb accommodations. There was plenty of space for 3 couples and two toddlers. A highchair and pack and play was even available for use. Our group really enjoyed the pool and wish we would have spent more time there. We all left on checkout day wishing we had at least one more night! We will certainly be visiting again."

~ Kathryn, 05/01/2023

"We absolutely enjoyed our stay at Mariners club 607. The place was clean, well stocked, and accommodated us perfectly. The pools were wonderful, clean and beautiful layout. Also enjoyed the pickle ball courts. Scenery was gorgeous. Highly recommend!"

~ Kelly, 04/11/2023

"Beautiful view of the bay from the condo. Manatees like to swim by off the shore. Amenities listed were present."

~ Julia, 03/26/2023

"Keys Caribbean is awesome. Always a great experience."

~ Thomas, 03/16/2023

"We had such a wonderful stay. The back porch is surrounded with palm trees creating a private atmosphere to enjoy the pool. It’s a beautiful home with full kitchen, great sized living room, plenty of beds, and spacious decks including one from the master bedroom. Tv’s in every room with streaming app access. Beds were also super comfortable! Would absolutely stay again."

~ Melissa, 03/06/2023

"Loved it!! Would do it again!!! No need to look elsewhere!!!"

~ Andrew, 03/06/2023

"This condo was clean, quiet, and very comfy, and the location (the entire community) is stunning and super fun to explore. Would highly recommend for a family or group."

~ Steven, 03/01/2023

"We loved this place. Clean. Well stocked. Comfy. We will be back Pool is great grounds are clean"

~ Michael, 03/01/2023

"Mariners Club 535 was the perfect spot for our family vacay. We had plenty of room for our family of 8. The condo had everything we needed, and was very clean. The leasing staff did a great job of communication prior and during our stay. Mariners club is conveniently located to shopping and recreational activities. It’s location in the southern part of Key Largo makes it easy to take advantage of activities, shopping and restaurants in Tavernier, Islamorada as well as Key largo."

~ Nancy, 02/27/2023

"Fabulous place to stay! Our 2 bedroom condo was perfect. The pool is gorgeous and kept pristine. I highly recommend the Mariners club if you are staying in Key Largo."

~ Charlene, 02/13/2023

"The morning view of the Sunrise from our balcony each morning was breathtaking. We picked the perfect location with the best views of the pool and water. The property was immaculate with constant cleaning by the friendly staff. We will be back, thanks for a wonderful stay!"

~ Amy, 01/31/2023

"Condo is spacious and comfortable. Great view. Patio was the favorite place to hang out. HOA pools were fantastic!"

~ Tracy, 01/29/2023

"They stay was amazing! The place was beautiful and clean. And would definitely go back for another stay. The Amenities were awesome as well! A+"

~ Joseph, 01/24/2023

"It was the perfect place for our family vacation. Five of us were very comfortable in villa 532. It was beautiful, clean, the best ocean view, and had everything we needed for the week. It was nice to have the beach towels and the separate ice maker was the nicest surprise! The basket of snacks was a nice touch too. Washer, dryer, and dish washer along with provided detergents and dryer sheets were so convenient. And attention to the “little things,” like enough toilet paper, paper towels, garbage bags, and linens for the week was much appreciated. My expectations were exceeded!"

~ Barbara, 01/02/2023

"This little Oasis is the perfect spot for boaters to hang out. Our house was very nice, the pool was great, and we were with 10 minutes of anything we needed."

~ Skip, 12/06/2022

"Beautiful pool and community"

~ Jamie, 11/27/2022

"Beautiful property surpassed our expectations. The perfect set up for enjoying our trip on the water with dock In front of our unit, electric and water hook up for easy clean up after snorkeling or fishing all day. We loved it. Looking forward to staying here again in the future."

~ Michelle, 11/26/2022

"Perfect! Awesome place with great views . Enjoyable time with 8! Highly recommend!"

~ Joanie, 11/21/2022

"Great location, highly recommend it."

~ Ira, 11/14/2022

"Mariner’s Club, Unit 512 was a phenomenal property that was located overlooking the water and steps away from the pool. The finishings/appliances in the kitchen, living room, and bedrooms are high quality. More than enough towels, flatware/cutlery, etc to make it a comfortable stay. It is close enough to all the things in Key Largo to make it centrally located (it’s a very long island). Would stay again in a heartbeat."

~ Sean, 10/25/2022

"The house was equipped with everything needed for our family vacation trip. Good size and spacious rooms."

~ JoAnn, 10/24/2022

"The location is stunning. The Airbnb was clean and we enjoyed our stay so much."

~ Kathleen, 10/11/2022

"Comfortable beds! Everything was just as advertised."

~ Glenda, 10/03/2022

"A real gem. This property is clean and beautiful. Brand new dock, landscaping is perfect, location is within minutes of everything you would want while maintaining a “getting away from it all” vibe. We will be back."

~ Bradley & Marietta, 10/01/2022

"We had a great 4-day stay, the place was as pictured and the description was accurate. Would stay again."

~ Keith, 09/23/2022

"This condo and location was amazing! Extremely spacious and clean!! We had a group of 8 men and everybody felt very comfortable. The pools and jacuzzi on site were so close and great to use! The patio was perfect for games and grilling! Our hosts were very easy to contact and responded very promptly! Would highly recommend!"

~ Seif, 09/19/2022

"We loved our stay! The location is beautiful, the hot tub is refreshing, and the beds were super comfortable. Astrid was very responsive to our questions, and we highly recommend this location."

~ Lisa, 09/18/2022

"Impeccable Villa in just the right spot. Great communication before during and after our stay made the trip hassle free. Would absolutely return."

~ David, 09/18/2022

"The house was big enough for all we needed. In the middle of everything we wanted to do. We enjoyed the location because its not nearly as busy as any other key we traveled to. Peaceful porch sitting when it rained but also lots of places to explore close by!"

~ Samantha, 09/14/2022

"Management team is amazing and property is very well maintained."

~ Judith, 09/14/2022

"The management team is AMAZING and the property is very well maintained. I especially like the orchids throughout the landscaping."

~ Yami, 09/13/2022

"Beautiful place with an awesome spot on the key. We spent every afternoon and evening sitting on the back deck enjoying the view. Can't wait to go back!"

~ Maria, 09/11/2022

"This place was great! We loved the location on Duck Key, close to everything we wanted to see. It was great having the private hot tub on the patio and the kitchen had everything we needed for our stay."

~ Andrew, 09/10/2022

"The location was perfect with a private pool and small beach just steps away. Plenty of room for 3 couples. Everything we needed to cook with was available and large dining room fit all of us around the dinner table."

~ Julian, 09/07/2022

Florida Keys

Vacation Home Rentals