Islamorada, Florida Tours & Activities in 2026

Islamorada , Florida

From $ 259.00

Our tours start with an open ocean ride where you have a 15 minutes “FREEDOM RIDE” in a big open area. From there, we start our Jetski / Waverunner Tour by touring the following: World Famous Islamorada Sandbar Under the Whale Harbor Bridge MANGROVE TUNNELS Another 15 – 20 minute “FREEDOM RIDE” and a “DIP” (swim) on the calm water of the Gulf Side (Bay Side) where you will be surrounded by Mangroves Bud N’ Mary’s Marina Islamorada Coastline (ocean side) Long relaxing ride back to the marina Please note: Due to riding ability and water/weather conditions Tour might be adjusted.

Islamorada , Florida

From $ 500.00

Conch City Charters One-of-a-kind Tiki boat is the most fun and comfortable way to experience Islamorada from the water. Our A+ Captain is always ready to spot out wildlife, find the best anchor spot for you to enjoy the sandbar and help you make memories to last a lifetime. Four tower speakers ensure there is no competition to your music selection while our bench or stool seating guarantees maximum comfort. Enjoy the shade under our palapa to cool off while you rest your drink on our custom surfboard bar. Smaller kids and older adults will have no trouble getting in and out of the water with our huge 4 step ladder. Afterwards, rinse off with our freshwater shower as we cruise back to shore.

Islamorada , Florida

From $ 350.00

Look no further for the greatest sunset experience the Keys can give to you! Conch City Charters Tiki-style pontoon boat provides the most comfortable seating and deck space for you and your best friends or family. As we cruise through to the bay side of Islamorada, our Captain will point out any wildlife and show you some of our favorite sights through the channel. Once the bay opens up, our Captain will try to spot dolphins looking for dinner as he finds the best spot to anchor and watch the sun set. Don't blink! As you try to see the infamous Green Flash of the sun over the water :) On our way back to the dock, we'll turn on the disco ball and turn up your favorite jams so you can groove under the stars as you reminisce on your magical sunset

Islamorada , Florida

From $ 83.57

Witness the stunning sunset over the Gulf of Mexico on this peaceful cruise in Islamorada. Aboard the Morada Mermaid, enjoy a relaxing ride as the sky transforms into a palette of vibrant colors. Your friendly captain will share fascinating local history while you savor light snacks and celebrate with a champagne toast. This 1.5-hour sightseeing tour is ideal for couples, families, and groups, offering delightful views and excellent photo opportunities. - Duration: 1.5 hours on the water - Includes light snacks and a champagne toast - Experience local wildlife, such as dolphins and manatees - Great for all ages, with a minimum of 8 guests required to depart

Islamorada , Florida

From $ 94.76

Explore the vibrant beauty of the Florida Keys with the Islamorada Sandbar Escape. Enjoy a scenic sightseeing cruise around the island, followed by a relaxing time at the local sandbar, where you can paddleboard and float in the crystal-clear waters. This three-hour adventure is perfect for all ages and features amenities like personal floats, light snacks, and drinks to keep you refreshed. Spot dolphins and diverse marine life while soaking in the island's laid-back atmosphere. - Scenic sightseeing cruise around the stunning island of Islamorada - Relax at the sandbar with paddleboards and personal floats included - Light snacks and refreshments provided during your adventure - Suitable for all ages; private charters available upon request