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Islamorada trip ideas
Top 15 things to do in ...
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Top Islamorada How to Get Around in 2026
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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
(26)
5% savings
from
$900
$855
Per group
Member Pricing
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
4.7
(15)
5% savings
from
$84
$79
Member Pricing
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)
5% savings
from
$650
$618
Per group
Member Pricing
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)
5% savings
from
$350
$333
Per group
Member Pricing
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)
5% savings
from
$599
$569
Per group
Member Pricing
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
)
5% savings
from
$700
$665
Price varies by group size
Member Pricing
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)
5% savings
from
$525
$499
Per group
Member Pricing
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)
5% savings
from
$500
$475
Per group
Member Pricing
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)
5% savings
from
$749
$712
Per group
Member Pricing
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)
5% savings
from
$499
$474
Per group
Member Pricing
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)
5% savings
from
$499
$474
Per group
Member Pricing
Explore the last hours of daylight in nature by exploring the mangroves of Islamorada by boat with our expert guides in search for all the wildlife it hosts such as dolphins, manatees, crocodiles, nesting birds and more. Let us help you unwind and enjoy the beauty the Florida Keys is known for. This is the perfect cruise for celebrating an engagement, anniversary, birthday, and even just a wonderful day.
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2 Hour Sunset Eco-Cruise
2 hours
Free Cancellation
5.0
(14)
5% savings
from
$525
$499
Per group
Member Pricing
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
5% savings
from
$80
$76
Member Pricing
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)
5% savings
from
$899
$854
Per group
Member Pricing
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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More
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Private 4 Hour Snorkel and Sandbar Charter in Islamorada
4 hours
Free Cancellation
5.0
(1)
5% savings
from
$749
$712
Per group
Member Pricing
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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90-Minute Private Islamorada Sunset Tiki Cruise
1 hour 30 minutes
Free Cancellation
5% savings
from
$400
$380
Per group
Member Pricing
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
)
5% savings
from
$700
$665
Price varies by group size
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