TripShock · Key West
Key West, FL
Tours, rentals, and charters in Key West, FL listed with TripShock. Compare pontoons, jet skis, dolphin cruises, and more — book the operator through their listing.
Fleet
Key West: Snorkel and Sunset Sail Excursion
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $1,070 / trip
Key West: Private Fishing Charter Aboard a 34-Foot Crusader
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $900 / trip
Key West: Garrison Bight Marina Private Charter on the Barefoot
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $793 / trip
Key West: Chill Out Sail with Lily-Pad
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $747 / trip
Key West: Private Sandbar Cruise on a Tiki Bar Boat
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $564 / trip
Key West: 4 Hour Boat Rental
Hosted by TripShock · Key West · Stock Island, Florida
22 ft12150 HP
from $511 / day
Islamorada: Your Adventure, Your Way Custom Charter
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $480 / trip
Islamorada: Private Snorkeling and Sandbar Experience
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $427 / trip
Key West: Harbor Day Sail Aboard the High Tide
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $425 / trip
Key West: Private Tiki Boat Party aboard a 20-Foot Custom Beachcat Tiki Boat
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $403 / trip
Key West: Private Eco Tour aboard a 20-Foot Custom Beachcat Tiki Boat
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $403 / trip
Key West: Pontoon Sunset Cruise with Floating Dock and Paddleboards
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $322 / 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: Safari Speedboat Eco Tour with Snorkeling Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $202 / trip
Key West: Half Day Split Charter Fishing Aboard a 34-Foot Crusader
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $200 / trip
Key West: Guided Jet Ski Tour
Hosted by TripShock · Key West · Stock Island, Florida
Jet ski2180 HP
from $199 / hour
Key West: 27 Mile Jet Ski Tour
Hosted by TripShock · Key West · Stock Island, Florida
Jet ski2180 HP
from $183 / hour
Key West: Ultimate Adventure H2.0 with Snacks & Drinks Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $173 / trip
Key West: Freestyle Jet Ski Adventure
Hosted by TripShock · Key West · Stock Island, Florida
Jet ski2180 HP
from $172 / hour
Key West: Do It All Water Sports Adventure Package with Parasailing
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $170 / trip
Key West: Do It All Water Sports Adventure Package with Lunch & Drinks Included
Hosted by TripShock · Key West · Stock Island, Florida
Jet ski2180 HP
from $159 / hour
Key West: Jet Ski Island Tour from Parrot Key
Hosted by TripShock · Key West · Stock Island, Florida
Jet ski2180 HP
from $159 / hour
Key West: Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $153 / hour
Key West: Ultimate Sandbar & Dolphin Watch Adventure Aboard a 54-foot Catamaran
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $153 / trip
Key West: Day Trip & Snorkeling Adventure departing from Miami or Fort Lauderdal
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $149 / trip
Key West: Kayak or Paddleboard Island Adventure Eco Tour
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $145 / hour
Key West: Sail, Snorkel, and Kayak Excursion with Complimentary Beverages
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $144 / hour
Key West: Bugeye Schooner Backcountry Eco Tour Aboard the Appledore Star
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $135 / trip
Key West: Day Trip with Glass Bottom Boat Ride with round-trip Transportation fr
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $129 / trip
Key West: Schooner Champagne Sunset Sail with Complimentary Beverages Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $125 / trip
Key West: Day Trip with Parasailing Included departing from Miami
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $124 / trip
Key West: Afternoon Sail, Snorkel, & Kayak Adventure with Complimentary Beverage
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $117 / hour
Key West: Wind and Wine Sunset Sail Aboard a Historic Schooner
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $117 / trip
Key West: Sunset Sail Aboard the Historic When and If
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $117 / trip
Key West: Stock Island Wind & Wine Sunset Sail Aboard a Historic Schooner
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $117 / trip
Key West: Beach Pass Watersports Package with Parasailing
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $113 / hour
Key West: Catamaran Dolphin & Snorkel Tour
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $112 / trip
Key West: Morning Sail, Snorkel, and Kayak Excursion with Complimentary Beverage
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $106 / hour
Key West: Premium Head Party Boat Fishing Experience
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $99 / trip
Key West: Parasailing Adventure from Front Street
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $98 / trip
Key West: Double Dip 2 Stop Snorkel Adventure
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $97 / trip
Key West: Sunset Cruise with Live Music & Cocktails Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $97 / trip
Key West: Combo Dolphin Watch & Snorkel Tour with Beer & Wine
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $97 / trip
Key West: Downtown Parasailing Adventure
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $96 / trip
Key West: Smathers Beach Parasailing Adventure
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $96 / trip
Key West: Windjammer Schooner Champagne Sunset Sail
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $95 / trip
Key West: Sunset Dinner Cruise aboard the Party Cat
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $91 / trip
Key West: Sushi & Sunset Catamaran Harbor Cruise
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $91 / trip
Key West: Party Boat Fishing Aboard 64-Foot Catamaran FishMonster Max
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $90 / trip
Key West: Dolphin Sunset Sail with Premium Wine and Tapas Pairings
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $90 / trip
Key West: Snorkel & Sail Adventure on the Floridays with Complimentary Beverages
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $89 / trip
Key West: Sunset Tiki Bar Boat Cruise
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $87 / trip
Key West: Glass Bottom Boat Reef & Eco Tour
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $85 / trip
Key Largo: Reef Snorkeling Tour
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $81 / trip
Key West: Southernmost Sunset Sail with Live Music & Hors d’oeuvres
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $80 / trip
Key West: Sunset Sip and Sail with Open Bar and Live Music
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $79 / trip
Key West: Triple Combo Snorkeling, Dolphin, and Sunset Cruise aboard a 55-Foot C
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $79 / trip
Key West: Party Boat Fishing Trip aboard the Gulfstream IV
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $75 / trip
Key West: Coral Reef Snorkeling Catamaran Trip with Margaritas Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $75 / trip
Key West: Dolphin and Snorkel Cruise with Drinks Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $74 / trip
Key West: Clear Kayak Tour at Sugarloaf Key
Hosted by TripShock · Key West · Stock Island, Florida
Kayak2
from $74 / hour
Key West: Sunset Snorkel Cruise with Drinks Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $68 / trip
Key West: Sunset Snorkel & Sail with Rum & Reggae Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $62 / trip
Key West: Morning Coral Reef Snorkel Adventure & Catamaran Cruise
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $61 / trip
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: Catamaran Champagne Sunset Sail
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $60 / trip
Key West: 8 Hour Boat Rental
Hosted by TripShock · Key West · Stock Island, Florida
22 ft12150 HP
from $57 / day
Key West: Dip and Sip Snorkeling Adventure with Open Bar Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $57 / trip
Key West: Reef Dive or Snorkel Trip
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $55 / trip
Key West: Windjammer Schooner Day Sail with Complimentary Beverages Included
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $53 / trip
Key West: Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $52 / trip
Key West: Morning Reef Snorkel and Sail with Unlimited Mimosas
Hosted by TripShock · Key West · Stock Island, Florida
Tour
from $45 / trip