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Islamorada trip ideas
Top 15 things to do in ...
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Islamorada Tours
All Islamorada Tours & Excursions in 2026
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Best Seller
One of Islamorada’s best treasures, the sandbar and Alligator Reef Light House accessible by water Transportation is by boats you will see lounge chairs, barbecue grills, picnic table, umbrellas, all submersed in the water. The sandbar is a great spot for all ages, and even welcomes our four legged friends.
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Half Day Private Tour to Islamorada Alligator Reef and Sandbar
4 hours
Free Cancellation
5.0
(1
Operators
)
from
US$700
Price varies by group size
We are the original Snorkel and Sandbar Combo trip in the Florida Keys In business since 2010 and serving Islamorada since 2016
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Islamorada's Original Snorkel & Sandbar Combo Tour
3 hours 30 minutes
Free Cancellation
5.0
(2)
from
US$151
Our all inclusive package comes with a Unites States Coast Guard licensed captain with many years of experience, these captains have been hand picked by me to insure you have the ultimate time on the water, fuel and docking fees are also included. While you are enjoying your time at the sandbar we pull out the floaties, paddle board, and there will already be a cooler onboard with ice and water, you are more than welcome to bring your drinks of choice. We offer a half day charter out to an amazing Lighthouse with crystal clear water! (Weather pending)
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Half Day Private Charter
4 hours
Free Cancellation
5.0
(22)
from
US$650
Per group
Discover the best of the Florida Keys with this Snorkel and Sandbar Combo Adventure. Enjoy a scenic cruise on the brand-new 55-foot Isle Legacy to vibrant coral reefs for snorkeling, where you can explore colorful marine life. Afterward, relax at the famous Islamorada sandbar, where shallow, crystal-clear waters await. With premium floating loungers and a professional crew, this trip is perfect for families, couples, and groups looking to enjoy a day on the water together. - Duration: 3 hours and 30 minutes of fun on the water - Includes snorkeling equipment and premium floating loungers - Perfect for all skill levels, including beginners (basic swimming ability required for snorkel portion) - Comfortable catamaran with restroom and shaded seating available
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Snorkel and Sandbar Combo Adventure in Islamorada
3 hours 30 minutes
Free Cancellation
5.0
(3)
from
US$134
Islamorada is one of Florida’s most stunning areas as it encompasses six of the Florida Keys but exploring on your own can be difficult if you don’t want to rent a way to get around. Instead, book this Islamorada WaveRunner Tour that takes you out easily through the water where free time to ride is also built into the tour.
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1.5 Hour (20 miles) Waverunner Tour. See Mangrove Tunnels, 20 Islands & SandBar
1 hour 30 minutes
4.6
(92)
from
US$259
Likely to Sell Out
This charter is 2hour long in Islamorada Florida. Our authentic catamaran-style tiki boats are the perfect combination of fun and relaxation. Enjoy a cool beverage while cruising the beautiful Florida Keys watching for dolphins and marine life.
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2 Hour Private Sandbar Day Charter In Islamorada
2 hours
Free Cancellation
5.0
(2)
from
US$450
Per group
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
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Islamorada Sandbar Escape Sightseeing Paddleboarding and Swimming
3 hours
Free Cancellation
4.9
(13)
from
US$95
Special Offer
A captivating 4-hour journey awaits in the stunning waters of the Florida Keys, where snorkeling and relaxation meet. Begin your adventure at Alligator Reef, a vibrant underwater paradise teeming with colorful coral and tropical fish. With expert guides leading the way, both novice and seasoned snorkelers can explore this marine wonderland safely. After diving into the depths, unwind at the famous Islamorada Sandbar, where shallow, warm waters invite you to lounge or swim. Enjoy the serene atmosphere and bring your favorite snacks and drinks to enhance your day in this tropical oasis.
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Snorkel and Sandbar Combo Adventure in Islamorada
4 hours
Free Cancellation
4.5
(25)
from
US$139
US$111
Likely to Sell Out
Take a break from hopping around the Florida Keys and hop around Islamorada’s sunny sandbars on a private tiki boat. Bring the bar with you as you slide onto a boat with a cooler ready to chill your favorite beverages. Drop anchor at a sandbar and choose how you want to relax by sipping on a cold drink atop the custom surfboard bar or jumping into the water for a refreshing swim.
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Private 3-Hour Islamorada Sandbar Tour
3 hours
Free Cancellation
4.9
(60)
from
US$500
Per group
Special Offer
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
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Islamorada Sunset Cruise with Champagne Toast and Snacks
1 hour 30 minutes
Free Cancellation
4.6
(10)
from
US$84
US$71
Experience the beauty of the Florida Keys on a relaxing 2-hour tiki boat cruise through the waters of Islamorada. Led by a USCG-certified captain, this small-group cruise offers the perfect combination of sightseeing, island vibes, and fun on the water. Enjoy your favorite music through the onboard Bluetooth sound system, keep your drinks chilled with the provided ice and cooler, and take in stunning coastal scenery along the way. As you cruise through Islamorada’s turquoise waterways, keep an eye out for dolphins and other marine wildlife that are frequently spotted in the area. With space for up to six guests, this intimate tiki boat experience is ideal for couples, families, friends, and special celebrations. - 2-hour tiki boat cruise through beautiful Islamorada. - Watch for dolphins and other marine wildlife in their natural habitat. - Connect your playlist to the onboard Bluetooth sound system. - Ice and cooler provided, making it easy to bring your favorite beverages.
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2-Hour Islamorada Coastal Breeze Cruise
2 hours
from
US$80
Special Offer
Visit the famous Islamorada sandbar on a luxurious 55-foot power catamaran, the Isle Legacy. Enjoy a smooth cruise from Three Waters Resort & Marina to the sandy oasis, where you can swim, float, and relax in waist-deep, crystal-clear waters. With premium SunChill floating loungers and spacious shaded seating, this tour is ideal for families, couples, or groups looking to unwind. Experience the laid-back island vibes with tropical music while enjoying complimentary bottled water and soda aboard the vessel. - 2.5-hour tour with plenty of sandbar time - Features premium floating loungers for ultimate comfort - Family-friendly atmosphere with a USCG-licensed captain - Guests welcome to bring their own snacks and drinks
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Islamorada Sandbar Experience on a Luxury Catamaran
2 hours 30 minutes
Free Cancellation
5.0
(1)
from
US$95
US$84
Likely to Sell Out
Explore the beautiful scenery around Islamorada with ease on this half-day private boat tour: hop around to the mangrove islands and channels around the key and look for wildlife such as dolphins, manatees, and crocodiles. Snorkel at Alligator Lighthouse Reef or Cheeca Rocks with the provided gear, and soak up the sun and relax at a local sandbar.
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Half Day Private Boat Tour
4 hours
Free Cancellation
5.0
(23)
from
US$900
Per group
Escape to the turquoise waters of the Florida Keys on a relaxing tiki boat cruise through beautiful Islamorada. As you glide along the coastline, you'll enjoy breathtaking views of crystal-clear waters, tropical scenery, waterfront homes, and the island’s laid-back charm. Feel the warm ocean breeze, unwind with your favorite drink, and experience one of the most scenic destinations in the Keys from a unique perspective on the water. Whether you're celebrating a special occasion, spending time with friends, or simply looking to relax, this cruise offers the perfect blend of sightseeing, island vibes, and unforgettable photo opportunities. From stunning coastal views to spectacular sunsets and local wildlife sightings, every cruise provides a memorable way to experience the natural beauty of Islamorada.
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2-Hour Private Islamorada Sunset Tiki Cruise
2 hours
Free Cancellation
from
US$400
Per group
Likely to Sell Out
Our captains, boats, and fact we customize every trip to every clients dream day is what sets us apart and why we dominate other charter companies. There is a reason people stay at the Ritz-Carlton, though there is a motel 6 right up the road, and that's the type of experience we aim to provide. Discover the magic of Islamorada aboard a luxurious private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Bathroom ⇛ Bluetooth / AUX audio ⇛ Children's & Infant Life Jackets ⇛ Cooler / Ice Chest ⇛ Deck / Washdown Shower ⇛ Enclosed Cabin to escape the sun, weather, or just take a break ⇛ Large Sunpad to Sunbathe ⇛ Refrigerator ⇛ Stateroom for Infants & Children to Lay Down ⇛ Sunroof ⇛ Swim ladder Join us for a trip by booking today!
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38' Private Boat Charter Rental - Islamorada W/Capt up to 13ppl
2 to 8 hours
Free Cancellation
4.0
(4)
from
US$899
Per group
Likely to Sell Out
Come aboard and take in the famous Florida Keys sunset! Our authentic catamaran-style tiki boats are the perfect combination of fun and relaxation. Come aboard the tiki party and enjoy a beverage while cruising the tropical shores on our way to the famous Islamorada sandbar while watching for dolphins and marine life.
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2 Hour Private Sandbar and Sunset Charter Islamorada Florida
2 hours
Free Cancellation
5.0
(7)
from
US$499
Per group
Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring Snorkeling to the Christ of the Abyss drive to Dry Rocks Reef, home of the World Famous Christ of the Abyss Statue
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Half Day Christ of the abyss tour with Snorkel Equipments
4 to 5 hours
Free Cancellation
5.0
(1
Operators
)
from
US$700
Price varies by group size
Likely to Sell Out
Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from Angler House Marina, tucked along the beautiful Gulf of Mexico, and enjoy a leisurely 30-minute cruise through the scenic Whale Harbor Channel. Along the way, keep your eyes out for dolphins, manatees, sea turtles, tropical birds, and other amazing marine life. Once we reach the sandbar, your Captain will anchor in the perfect spot for you to swim, float, or simply kick back and soak in the sun-drenched beauty of this crystal-clear paradise. On the return trip, we’ll cruise past the Shell Keys, spot some classic lobster traps, and take in views of historic Lignumvitae Key — the highest natural point in the Florida Keys.
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Private 3 hour Charter and Sandbar in Islamorada
3 hours
Free Cancellation
5.0
(3)
from
US$599
Per group
Likely to Sell Out
Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from Angler House Marina, tucked along the beautiful Gulf of Mexico, and enjoy a leisurely 30-minute cruise through the scenic Whale Harbor Channel. Along the way, keep your eyes out for dolphins, manatees, sea turtles, tropical birds, and other amazing marine life. Once we reach the sandbar, your Captain will anchor in the perfect spot for you to swim, float, or simply kick back and soak in the sun-drenched beauty of this crystal-clear paradise. On the return trip, we’ll cruise past the Shell Keys, spot some classic lobster traps, and take in views of historic Lignumvitae Key — the highest natural point in the Florida Keys.
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Private 4 Hour Snorkel and Sandbar Charter in Islamorada
4 hours
Free Cancellation
5.0
(6
Operators
)
from
US$749
Per group
Likely to Sell Out
Enjoy the sunset as you cruise on your private pontoon boat on the bay side of Islamorada. Your captain takes care of navigation so you can just relax and keep your eyes peeled for dolphins. Use provided coolers stocked with ice to cool your own beverages. Relax, drink in hand, as you watch the sunset. Then do some dancing under the disco ball if you like.
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Private Islamorada Sunset Cruise
1 hour 30 minutes
Free Cancellation
5.0
(17)
from
US$350
Per group
Likely to Sell Out
The Florida Keys are surrounded by sparkling water and dazzling coral reefs and this half-day private eco-tour allows you to explore the serene side of the ocean. You’ll hop in a boat with a USCG-licensed captain for a ride into the mangroves lining the islands. Look for wildlife from the boat deck then slide on a snorkeling mask and dive into the water to get a closer look.
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4 Hour Private Ecotour and Snorkeling Boat Tour
4 hours
Free Cancellation
5.0
(62)
from
US$900
Per group
Likely to Sell Out
Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from Angler House Marina, tucked along the beautiful Gulf of Mexico, and enjoy a leisurely 30-minute cruise through the scenic Whale Harbor Channel. Along the way, keep your eyes out for dolphins, manatees, sea turtles, tropical birds, and other amazing marine life. Once we reach the sandbar, your Captain will anchor in the perfect spot for you to swim, float, or simply kick back and soak in the sun-drenched beauty of this crystal-clear paradise. On the return trip, we’ll cruise past the Shell Keys, spot some classic lobster traps, and take in views of historic Lignumvitae Key — the highest natural point in the Florida Keys.
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Private 4 Hours Islamorada Sandbar Charter
4 hours
Free Cancellation
5.0
(3)
from
US$749
Per group
Likely to Sell Out
For one of the best ways to see manatees, dolphins, sharks, tropical fish, saltwater crocodiles, and more in the Florida Keys, book this private, hassle-free boat tour in Islamorada. Your captain takes you expertly through the mangroves, navigating the waters and sharing their knowledge with you. Ask all your questions, relax on board, and keep your eyes peeled for all sorts of marine and bird life.
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Private 2 hour Mangrove Ecotour
2 hours
Free Cancellation
4.8
(44)
from
US$525
Per group
Likely to Sell Out
Anglers with an eye for Tarpon, this fishing trip is for you. Enjoy a private chartered fishing charter for two that’s focused on the Tarpon migration between Everglades National Park and the Florida Keys. Your captain will give you a quick lesson of the techniques you need to hunt for these species and cruise you to his favorite fishing holes. Water, fuel, bait and cleaning, a fish license, and your rods and tackle are included.
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Golden Glare Fishing Charter with Experienced Captain
8 hours
Free Cancellation
5.0
(6)
from
US$650
Per group
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