Kayaking in Pinellas Park

Half-Day Kayak Rental for One or Two or Two-Hour Paddleboard Rental at Cove Cay Marina (Up to 50% Off)

Cove Cay Marina

Largo

Climb aboard a paddleboard, or a one-person or tandem kayak and drift past mangrove trees, red fish, and manatees

$30 $15

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One-Hour or Half-Day Paddleboard or Kayak Rentals for Two or Four at Sand Key Paddle Sports (Up to 62% Off)

Sand Key Paddle Sports

Sand Key

Explore the crystal-clear waters of Clearwater Harbor atop a paddleboard or kayak during one-hour or half-day rentals

$60 $29

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One or Two Half-Day Kayak Rentals at Belle Harbour Marina (Up to 56% Off)

Belle Harbour Marina

Tarpon Springs

Kayaker gets four hours to explore Anclote River

$40 $20

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Cabin Stay and a Kayak or Canoe Trip from Canoe Outpost (Up to 41% Off). Two Options Available.

Canoe Outpost

Ruskin

Stay two nights in a one or two bedroom cabin and enjoy a canoe or kayak trip on the Little Manatee River; transportation and gear included

$219 $129

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Four-Hour or Eight-Hour Rental of a Single or Tandem Kayak from Windsong Charters (Up to 57% Off)

Windsong Charters

New Port Richey

Captains outfit clients for paddle amid the wildlife, hidden channels, and sunken boats of Florida’s coastline

$45 $21

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Kayak, or Paddleboard Day Trip for 1, 2, or 4, or Overnight Canoe Trip for 2, 4, or 8 (Up to 53% Off)

Santa Fe Canoe Outpost

High Springs

Paddle or swim along the banks of the Santa Fe River, where you can spy some of Florida’s famous springs

$40 $20

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Two-Hour Woolverton Trails Kayak Tour for Two or Four from Seashore Eco Tours (Up to 57% Off)

Seashore Eco Tours

Englewood

Guide leads kayakers through mangrove-forest trails and Charlotte Harbor Aquatic Preserve while teaching them about the wildlife

$130 $63

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Select Local Merchants

Bill Jackson's Shop for Adventure is a full-service outfitter providing adventure apparel and instruction to outdoor enthusiasts. With this deal, Grouponers can choose between a lesson in recreational or sea kayaking to fulfill their nautical needs. The four-hour sea-kayaking lesson is broken into two two-hour sessions during which ocean-bound students will learn rescue skills, fundamental techniques, and canoe insults. In the 3-hour recreational lesson, aspiring aqua navigators will practice entries, reentries, rescues, and paddle techniques. To avoid insidious dolphin pranks, lessons are held in the heated indoor pool and the on-site lake.

9501 US Highway 19 N
Pinellas Park,
FL
US

Boats dance and glide over the crisscrossing wakes carved into Tampa Bay, each craft anxiously revving toward its respective dock to arrive before closing time. All the while, a handful of boats remain on the open water, swaying atop the undulating waves as its passengers continue to enjoy the fiery sunset reflecting off the bay's surface. These select aquatic vehicles carry Lotto Boat's boat club members, who have access to a slew of exclusive perks, such as extended marina hours. Stationed at Harborage Marina, Lotto Boat's 45 rental vessels include kayaks, paddleboards, WaveRunners, and power boats equipped with GPS navigation systems. After hopping aboard a vessel, landlubbers can go jet-skiing, drift over to nearby tiki bars for dinner and live music, or take in scenic views of downtown St. Petersburg. Once patrons make their way back to one of Lotto Boat's two docks, staffers thoroughly cleanse the boat of interior debris and exterior mermaid hitchhikers to prepare for the vessel's next excursion.

100 14th Ave. S
St Petersburg,
FL
US

Sweetwater Kayak’s self-guided kayak tours give seafarers a quiet look at the ecosystems of Weedon Island without the clamor and commotion of a motorboat or secret-service motorcade. Paddling patrons can wind along the 4-mile marked trail, across crystalline lagoons and under mangrove tunnels in hopes of seeing a resident bird, dolphin, or manatee. Each floating foray lasts up to four hours and provides a panorama of pristine environments and a glimpse into the life of Blackbeard. Sweetwater Kayaks will provide the necessary vessels, paddles, life vests, and trail maps, and Groupon holders can check here for a list of other supplies they need to bring (which can be purchased at Sweetwater Kayaks if they forget).

13060 Gandy Boulevard North
St. Petersburg,
FL
US

Both by land and by sea, Doo’s Amazing Tours, LLC reveals St. Petersburg's historic charm and natural beauty via a diverse array of guided sightseeing jaunts. Louisa—also known as "Doo"—oversees the operation from the company's headquarters in the Historic Downtown District. Here, tour-goers can hop on a Segway and zip past the beach town's most notable landmarks. Narrated by an experienced guide, the trip mines much of the city's illustrious past, including the work of prominent citizens and several old hotels.

When guests are ready to leave dry land behind, they can swap their Segway for a kayak or stand-up paddleboards at one of four launch points: North Shore Beach, Coffee Pot Bayou, Weedon Island, or Saint Pete Beach. For example, on the Spring River trip, paddlers float over subterranean caverns covered by a layer of sparkling clear water, which in turn is surrounded by white sand beaches and tropical vegetation.

400 Bayshore D/NE
ST Petersburg,
FL
US

The crew at Kayak Valet has one mission: to get more people out and enjoying the local waterways and scenery via kayaks or paddleboards. Since storing, hauling, unloading, reloading, and potty training their own kayaks can deter people from boating, the team sets up shop to cancel out such deterrents. They take care of nearly every task, bringing all equipment necessary for a leisurely paddle on puddles of all sizes right to the launch site. The crew will pick up and deliver equipment to popular launch sites within Hillsborough, Pinellas, and Manatee Counties. To keep the aquatic adventure accessible, the shop rents only kayaks and standup paddleboards that can be piloted by anyone, experienced or not. Additionally, they give visitors tips on paddling and safety techniques and sell new kayaks, paddleboards, and accessories.

3500 Pinellas Bayway S
St. Petersburg,
FL
US

Jesse Nofi is most at home on the open water. An experienced fisherman since his teenage years, Jesse learned early that the richest bounties often lie in the less-traveled depths out past the shore. Now the Coast Guard–licensed charter captain of 360 Fishing Charters, Jesse shares his affinity for exploration with passengers, running fishing excursions in and around Tampa Bay. Aboard his fleet of kayaks or a 22-foot Crestliner powerboat, passengers might undertake inshore pursuits of redfish, grouper, and catfish or lead deep-water chases for snapper and grouper through waters up to nine miles offshore. When he’s not helping anglers haul in their latest catch, Jesse can also be found writing up recaps of his time on the water as a contributing writer for the websites The Online Fisherman and Florida Marine Times.

3200 Pinellas Bayway S
St. Petersburg,
FL
US