Home
Upper Keys

Upper Keys Trips & Tours

From Long Key all the way up to North Key Largo, you’ll find world class fishing, both backcountry and offshore, great dining options, incredible snorkeling, and of the course the world famous Islamorada Sandbar! Classy, quiet, and packed with things to do, the Upper Keys are a great choice for your Florida Keys vacation.

Filter By:

Category
Choose a Category
Category
Sort

19' Wellcraft Center Console Full Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 8 Hours
Starting from: $325
Learn More

22' Robalo Center Console Half Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 4 Hours
Starting from: $295
Learn More

21’ FunDeck Multi Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 2+ Days
Starting from: $750
Learn More

23’ Sea Pro - Center Console Multi Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 2+ days
Starting from: $1000
Learn More

Full Day Offshore Charter - 42' Liberty

With DirtyBoat Charters LLC
In the Upper Keys
Full-day Offshore Charter offered is 8+ hours, hunting Mahi-Mahi offshore. Again, we start by catching live bait at the reef, then head out to one of The Humps, the undersea mountains in the Atlantic of Islamorada. On the way we troll a simple spread for that “out of the blue” bite, all the while looking for diving birds or floating debris.
Duration: 8 Hours
Starting from: $1800
Learn More

Mangroves & Manatees Guided Eco-Tour

With PADDLE! the Florida Keys
In the Upper Keys
You choose: single kayaks or double? Either way, our pro guides are there to give you a memorable experience! Each guide shares their unique enthusiasm and extensive local knowledge of the mangrove and marine environments, and island-life perspective!
Duration: 2 Hours
Starting from: $60
Learn More

Kayak/SUP Rental - 6 Days

With PADDLE! the Florida Keys
In the Upper Keys
We never run out of gear…. Please call us if you want to rent today! Free delivery from mm 100 to mm 80. Or we will strap to the top of your car or truck. We will lend you the straps and padding at no extra cost.
Duration: 6 Days
Starting from: $100
Learn More

21’ AquaSport CC Full Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 8 Hours
Starting from: $425
Learn More

22.5’ Hurricane SunDeck Multi Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 2+ Days
Starting from: $750
Learn More

22' Blue Hurricane 150 hp Full Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 8 Hours
Starting from: $395
Learn More
Loading More. . .
Florida Keys Plus Logo - Book Your Florida Keys Activities

Your Gateway to Adventure

Facebook Instagram Envelope

This website contains affiliate links. If you follow these links and make a purchase we may receive a small commission. We appreciate your support. Disclaimer.

© Copyright 2024 Florida Keys Plus