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Water Sports

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Your fun begins on the waters of the Florida Keys. There are Florida Keys activities for all ages from adults to young children. From Key Largo to Key West, the KeysCaribbean Activities Guide features select Water Sports professionals that will ensure you have fun and safe adventures including parasailing, wave runners, hobie cats, glass-bottom boat excursions, and much more.

Key Largo

John Pennekamp Coral Reef State Park

(305) 451-6300
Mile Marker 102.5 Oceanside
102601 Overseas Hwy, Key Largo, FL 33037

Pennekamp Park preserves a portion of the only living coral reef in the continental United States. Catch a glimpse of a variety of tropical marine life in or out of the water aboard their glass-bottom boat and snorkeling/diving charters. Visitors have access to 50 miles of natural mangrove channels in the surrounding area with kayak and paddle board rentals. You can rent a boat or bring your own and make use of their launch ramp, trailer storage and wet slip services.

  • Services include boat rentals, kayak and paddle board rentals, fishing, swimming, picnicking, snorkeling, diving, glass bottom boat tours, wet slips, trailer storage, launch ramp

Website: pennekamppark.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

Tavernier

Paddle the Florida Keys

(305) 434-5930
Mile Marker 91 Oceanside
90773 Old Hwy Unit 1, Tavernier, FL 33070

Daily, weekly or monthly rates on water sport equipment rentals including kayaks and paddle boards with free delivery from Mile Markers 80 – 100. Enjoy a 2-hour guided tour through Tavernier Creek and surrounding mangrove ecosystem or try your balance during a session of paddle board yoga.

Website: paddlethefloridakeys.com

Islamorada

Reef Marine Inc.

(305) 684-9031
Mile Marker 85.5 Oceanside
85501 Overseas Hwy, Islamorada, FL 33036

Premier choice for a wide-range of activities such as offshore, backcountry and reef fishing charters, boat rentals, guided snorkeling tours, sunset cruises and water sport equipment rentals including kayaks and paddle boards.

  • Services include boat rentals, snorkeling/sunset charters, and kayak/paddle board rentals

Website: www.skithekeys.com

Sea Monkeys Water Sports

(305) 664-4555
Mile Marker 80.5 Bayside
80461 Overseas Hwy, Islamorada, FL 33036

Dive with no more than six passengers at one or more of the many premier reef or wreck dive sites aboard the best-equipped dive boat in Islamorada. Their knowledgeable staff also offers guided tours to explore local landmarks such as Indian Key and Lignumvitae Key accessible only by boat or by kayak through the surrounding area and mangrove channels.

Website: seamonkeydivers.com

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

Duck Key

Solé Watersports

(305) 209-9959
Mile Marker 61 Oceanside
61 Hawks Cay Blvd, Duck Key, FL 33050

Spend your afternoon lounging at the Grassy Key sandbar or snorkeling Coffin’s Patch where you’re sure to see an abundance of marine life, then enjoy an evening watching the sunset over the Gulf of Mexico during a private or group excursion. Solé Watersports also offers kayak, paddle board and snorkel gear rentals.

Website: solewatersports.com

Marathon

Marathon Kayak

(305) 395-0355
Mile Marker 57.5 Oceanside
57622 Overseas Hwy, Marathon, FL 33050

Enjoy an exciting, guided mangrove eco-tour through channels and passageways accessible only to paddlers, the open waters of the Gulf of Mexico or visit one of many local and secluded islands. Marathon Kayak also offers biking, and snorkeling at Sombrero Reef.

Website: marathonkayak.com

Captain Hook’s Marina & Dive Center

(305) 743-2444
Mile Marker 53 Oceanside
11833 Overseas Hwy, Marathon, FL 33050

Captain Hook’s Marina & Dive Center is a one-stop shop for a variety of services and activities including dive instruction, diving, snorkeling and fishing charters, specialty cruises, boat rentals and water sport equipment rentals such as kayaks and paddle boards.

  • Services include boat rentals, diving, snorkeling, fishing, and sunset charters as well as water sports equipment rentals including kayaks and paddle boards

Website: captainhooks.com

Key West

Clearly Unique Charters

(305) 900-6498
Mile Marker 83.5 Oceanside
Whale Harbor, 83413 Overseas Hwy, Islamorada, FL 33036

Enjoy a unique charter experience during a visit offshore to the sandbars in combination with a snorkeling trip or sunset cruise (some services are specific to either of their Key West and Islamorada locations). Clearly Unique Charters has everything you’ll need to make the most of your time on the water with use of clear kayaks, paddle boards, tubes, music and beverages included in their package offers.

Website: clearlyuniquecharters.com

Local Activities

Quick Menu

High Praise From Our Guests

"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