Island to island
Florida Keys
Key West to Key Largo — snorkeling, sunsets, sandbars, and the Overseas Highway.
Island to island
Florida Keys
Key West to Key Largo — snorkeling, sunsets, sandbars, and the Overseas Highway.
What’s on
All Florida Keys listings60 experiences from independent operators.
1 Hour Sunset Jet Ski Tour (Sunset views seasonal)
Hosted by Key West Jet Ski Adventures / Splash Watersports · Stock Island, Florida
Jet ski2180 HP
from $145 / hour
1.5 Hour Jet Ski Tours
Hosted by Key West Jet Ski Adventures / Splash Watersports · Stock Island, Florida
Jet ski2180 HP
from $139 / hour
12 Passenger Pontoon Rental - 25'
Hosted by The Beach Weekend - Key West · Stock Island, Florida
12 ft2
See dates for price
13 Passenger Double Decker with Slides - 30'
Hosted by The Beach Weekend - Key West · Stock Island, Florida
12 ft2
See dates for price
17' Sea Pro Center Console
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
17 ft6
from $525 / day
2 Hour Guided Kayak Eco Tour
Hosted by Key West Jet Ski Adventures / Splash Watersports · Stock Island, Florida
Jet ski2
See dates for price
2-HOUR FLAGSHIP GUIDED JET SKI TOUR - PERRY MARINA
Hosted by Six Fins Jet Ski Rental - Perry Marina · Stock Island, Florida
Jet ski2180 HP
See dates for price
20' Glastron Deck Boat
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
20 ft10
from $525 / day
20' Pontoon
Hosted by Cudjoe Key Boat Rentals · Cudjoe Key, Florida
24 ft12
See dates for price
2023 21 ft Tahoe Pontoon
Hosted by Florida Friends Boat Rentals · Key Largo, Florida
24 ft12
See dates for price
2023 WorldCat 23'
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
23 ft10
from $525 / day
22' Crest Tri Toon
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
22 ft13
from $525 / day
22' Sea Pro Deck Boat
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
22 ft12
from $525 / day
23' Boat (Vitamin Sea)
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
23 ft8
from $525 / day
23' Tri Toon Pontoon "No Tan Lines"
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
23 ft12
from $525 / day
24' Double Slide Pontoon Boat
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
24 ft10
from $525 / day
30 Ft Double Decker Saltwater Pontoon Boat
Hosted by Fun in the Sun Charters & Boat Rentals · Stock Island, Florida
24 ft12
from $200 / day
4 Hour Key West Boat Adventure
Hosted by Key West Jet Ski Adventures / Splash Watersports · Stock Island, Florida
Jet ski12
from $449 / hour
4 Person Golf Cart
Hosted by Paradise Rentals KW · Stock Island, Florida
Adventure
See dates for price
6 Hour Key West Boat Adventure
Hosted by Key West Jet Ski Adventures / Splash Watersports · Stock Island, Florida
Jet ski12
from $724 / hour
7 Mile Bridge Sunset Cruise
Hosted by Marathon Mermaid · Marathon, Florida
Tour
See dates for price
8 Hour Key West Boat Adventure
Hosted by Key West Jet Ski Adventures / Splash Watersports · Stock Island, Florida
Jet ski12
from $999 / hour
90 Minute Jet Ski Tour: Hyatt
Hosted by Fury Water Adventures · Stock Island, Florida
Jet ski2180 HP
See dates for price
90-MIN PREMIUM GUIDED JET SKI TOUR - PERRY MARINA
Hosted by Six Fins Jet Ski Rental - Perry Marina · Stock Island, Florida
Jet ski2180 HP
See dates for price
Adults Only Sandbar Escape
Hosted by Brightwild Adventures · Stock Island, Florida
Tour
from $139 / trip
Afternoon 2-Tank Reef Dive | Key West Barrier Reef Experience
Hosted by Southpoint Divers · Stock Island, Florida
Tour
from $50 / trip
All Inclusive Sunset Sail
Hosted by Hindu Charters LLC - Argo Navis · Stock Island, Florida
Tour
See dates for price
Aqua Sport 24' Center Console
Hosted by Nothing Better Boat Rentals · Cudjoe Key, Florida
24 ft8200 HP
from $525 / day
Celebration of Life Charter
Hosted by Six Fins Boat Charter - Perry Marina · Stock Island, Florida
Tour
See dates for price
Clear Kayak SUNSET Tour
Hosted by I Can See Clear Kayaking · Islamorada, Florida
Kayak2
See dates for price
Clear Kayak Tour of Sugarloaf Key
Hosted by Get Up and Go Kayaking - The Keys · Cudjoe Key, Florida
Kayak2
from $64 / hour
Cowboy 36' Proven Offshore Fishing Charter
Hosted by Key West Fishing Deals · Stock Island, Florida
Tour
from $850 / trip
Cowgirl 45' Premium Offshore Fishing Charter
Hosted by Cowboy Charters · Stock Island, Florida
Tour
from $1,050 / trip
Discover Scuba Diving | Beginner Friendly Reef Experience
Hosted by Southpoint Divers · Stock Island, Florida
Tour
See dates for price
Discover the Marquesas Keys
Hosted by Six Fins Boat Charter - Perry Marina · Stock Island, Florida
Tour
See dates for price
Do It All With Parasail
Hosted by Sunset Watersports · Stock Island, Florida
Tour
from $20 / trip
Fishing - 10 AM Reef Fishing Trip
Hosted by Gulfstream Fishing · Stock Island, Florida
Tour
See dates for price
Florida Keys Grand Air Tour (Up to 4 Passengers)
Hosted by Sky Tours Miami · Marathon, Florida
Tour
See dates for price
Full Day Charter • Six Hours
Hosted by Salty Soul Charters · Stock Island, Florida
Tour
See dates for price
Grassy Key Marina Pontoon Boat - 20'
Hosted by Paradise Watersports Rentals · Marathon, Florida
24 ft12
See dates for price
Half Day Charter • Four Hours
Hosted by Salty Soul Charters · Stock Island, Florida
Tour
See dates for price
Irish Cowboy 40' Premium Sportfishing Charter
Hosted by Cowboy Cowgirl Sportfishing - Knotty Cowgirl · Stock Island, Florida
Tour
from $950 / trip
Islamorada: Private Snorkeling and Sandbar Experience
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $427 / trip
Islamorada: Your Adventure, Your Way Custom Charter
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $480 / trip
JetSki Tour (Departs From Key West)
Hosted by Sunset Watersports · Stock Island, Florida
Jet ski2180 HP
See dates for price
KEY LARGO ICONS AND SECRETS SNORKEL ADVENTURE - Visit 3 Locations!
Hosted by Silent World · Key Largo, Florida
Tour
from $99 / trip
Key Largo: Florida Bay Sunset Cruise
Hosted by TripShock · Key Largo · Key Largo, Florida
Tour
from $65 / trip
Key Largo: Guided Eco Tour
Hosted by TripShock · Key Largo · Key Largo, Florida
Tour
from $65 / trip
Key Largo: Reef Snorkeling Tour
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $81 / trip
Key Largo: Reef Snorkeling and Scuba Diving Tour
Hosted by TripShock · Key Largo · Key Largo, Florida
Tour
from $81 / trip
Key West Eco Tour
Hosted by Fly-KeyWest · Stock Island, Florida
Tour
See dates for price
Key West Grand Adventure
Hosted by Fly-KeyWest · Stock Island, Florida
Adventure
See dates for price
Key West Island Tour
Hosted by Fly-KeyWest · Stock Island, Florida
Tour
See dates for price
Key West Sandbar Adventure
Hosted by Brightwild Adventures · Stock Island, Florida
Tour
from $109 / trip
Key West: 27 Mile Jet Ski Tour
Hosted by TripShock · Key West · Stock Island, Florida
Jet ski2180 HP
from $183 / hour
Key West: 3/4 Day Split Charter Fishing Aboard a 34-Foot Crusader
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $250 / trip
Key West: 4 Hour Boat Rental
Hosted by TripShock · Key West · Stock Island, Florida
22 ft12150 HP
from $511 / day
Key West: 8 Hour Boat Rental
Hosted by TripShock · Key West · Stock Island, Florida
22 ft12150 HP
from $57 / day
Key West: Afternoon Reef Snorkel and Sail Aboard a Luxury Catamaran
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $60 / trip
Key West: Afternoon Sail, Snorkel, & Kayak Adventure with Complimentary Beverage
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $117 / hour