Name: Keys Caribbean
Address: Florida Keys
Telephone: (305) 853-5000
Price range: $$

No vacation to the fabulous Florida Keys would be complete without first partaking in the exhilarating water sports activities in the area! If you’re in the mood for an adventure, you’ll be happy to know your options are plentiful, and each activity provides a unique experience you’re sure to remember.

Snorkeling

It’s well-known that the last living coral reefs surrounding the island chain are a staple feature of the archipelago. Therefore, it’s no surprise that snorkeling and diving are among the most popular activities in the Florida Keys. There are several ways to enjoy snorkeling or diving the Keys, including group and private charters or private boat rentals, which often come with the option to rent the equipment too. We highly suggest Robbie’s Marina for any of those services, where you’ll also have the opportunity to hand-feed tarpon and nurse sharks from the dockside!

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

Glass-Bottom Boating

For those enjoying a stay at one of our many Key Largo vacation homes, you can similarly enjoy these sights all while keeping comfortably dry aboard the Key Largo Princess Glass-Bottom Boat!

Key Largo Princess Glass Bottom Boat

(305) 451-4655
Mile Marker 100 Oceanside
99701 Overseas Hwy, Key Largo, FL 33037

Watch the sunset and see the reef throughout John Pennekamp State Park aboard the Key Largo Princess Glass Bottom Boat for a truly unique experience you’re sure to remember.

Website: keylargoprincess.com

Kayaking & Paddleboarding

Another popular water sports activity in the Florida Keys is kayaking and paddle boarding. Whether navigating the mangrove channels or cruising the flats, there’s a good chance you’ll encounter some of the diverse marine life. These species include manatees, dolphins, and sea turtles, among others. All the while, you can take in the beauty at your own pace. There are many options regarding where to rent from, and they usually offer the ability to launch from their premises. However, you might prefer to have the equipment on-hand during your stay. In that case, Backcountry Cowboy Outfitters in Islamorada offers multi-day rentals with the option of delivery to your vacation rental.

Jet Skiing

Jet skiing is sure to delight those seeking a thrill during their vacation. The calm tides and impressive scenery make it the ideal place to let loose and explore. With many waterways dividing the island chain, you can take your excursion to an entirely different aquatic environment within minutes. If you prefer a helping hand, consider a guided tour instead. Locals often lead them with the knowledge to ensure you get the most out of your experience.

Parasailing

There’s no better way to see the Florida Keys than from a bird’s eye view. Skim the waters before you launch into the sky, where you’ll see for miles beyond the shoreline, gazing at dozens of islands dotting the coast.

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

To sum up, there are many things to do and sights to see in the Florida Keys! Whether you’re a first-time visitor or returning to enjoy the islands again, you’ll want to set aside time to experience the surrounding waters. Each activity provides a unique and memorable experience, so you’re sure to find something every family member will love!

Are you still seeking the ideal home base to plan your Florida Keys vacation? Our locations span the Upper & Middle Keys, including Key Largo, Tavernier, Islamorada, Duck Key, and Marathon. Call us at (305) 853-5000; we’ll help you determine the best area and accommodations to suit your needs!

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

Vacation Home Rentals

Adventures Abound: Water Sports Activities