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Best results for

Water Activities in Englewood, FL

Showing 25-48 of 279 results
Cruise Sarasota on a 22' Pontoon Boat Rental
Up to 13

Cruise Sarasota on a 22' Pontoon Boat Rental

Rent a 22' Bentley pontoon and cruise Sarasota’s Intracoastal waterways

5.0 • 78 reviews
$435/ boat
4-Hour Lido Key Kayak Rental in Sarasota

4-Hour Lido Key Kayak Rental in Sarasota

Paddle the Lido Key Mangrove Tunnels with a 4-hour single or tandem kayak rental

5.0 • 3.7K reviews
$51/ kayak
3-Hour Kayak Rental at Ted Sperling Nature Park

3-Hour Kayak Rental at Ted Sperling Nature Park

An easy paddle outing for families and friends

5.0 • 1.5K reviews
$56/ kayak
Siesta Key Paddleboard Rental

Siesta Key Paddleboard Rental

Get out on the water with free delivery on Siesta Key

4.9 • 897 reviews
$98& up
Sarasota Sunset Tiki Boat Cruise

Sarasota Sunset Tiki Boat Cruise

Watch the Sarasota sunset from a private tiki boat

5.0 • 71 reviews
$934
Private Tiki Cruise on Charlotte Harbor

Private Tiki Cruise on Charlotte Harbor

Set your own soundtrack and lighting aboard a private tiki boat for your celebration

5.0 • 561 reviews
$1,808& up
Sunset Cruise in Englewood

Sunset Cruise in Englewood

A private boat charter for your group at sunset

4.9 • 799 reviews
$509
Private Parasailing Experience in Sarasota

Private Parasailing Experience in Sarasota

Fly parasailing on a private trip for up to 12, with observer spots if space allows

5.0 • 392 reviews
$683
Siesta Key Guided Midnight Pass Tour

Siesta Key Guided Midnight Pass Tour

Paddle mangrove tunnels and explore Midnight Pass Beach

5.0 • 196 reviews
$70& up
Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

Customize a 4.5-hour private sandbar charter with a captain

5.0 • 138 reviews
$684
Siesta Key Pontoon Boat Rental with Gulf Access
Up to 12

Siesta Key Pontoon Boat Rental with Gulf Access

Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

4.9 • 9.2K reviews
$496& up
Lido Key Mangrove Tunnel Kayak & Paddleboard Tour

Lido Key Mangrove Tunnel Kayak & Paddleboard Tour

Paddle the mangrove tunnels of Ted Sperling Park with a local guide

4.9 • 3.2K reviews
$61& up
24' Bowrider Boat Rental in Sarasota
Up to 9

24' Bowrider Boat Rental in Sarasota

Rent a 24' Sea Ray SunDeck to explore Sarasota waterways and sandbars

5.0 • 78 reviews
$537/ boat
Explore Lido Key Mangrove Tunnels Kayak Rental

Explore Lido Key Mangrove Tunnels Kayak Rental

Rent a single or tandem kayak and paddle the Lido Key mangrove tunnels

5.0 • 3.7K reviews
$51/ kayak
4.5-Hour Siesta Key Sandbar Charter

4.5-Hour Siesta Key Sandbar Charter

Cruise Siesta Key’s western coast with time for dolphins, a sandbar stop, and a swim

4.9 • 691 reviews
$114
Tandem Kayak Multi-Day Rental in Matlacha

Tandem Kayak Multi-Day Rental in Matlacha

Rent a tandem kayak for multiple days with free delivery in Cape Coral, Matlacha, and Pine Island

4.9 • 559 reviews
$203/ kayak
Sunset Tiki Boat Cruise in Sarasota

Sunset Tiki Boat Cruise in Sarasota

Cruise Sarasota’s Gulf Coast as the sun sets from a tiki boat

5.0 • 71 reviews
$88/ person
Punta Gorda 1.5-Hour Tiki Boat Cruise

Punta Gorda 1.5-Hour Tiki Boat Cruise

Unwind on a shared tiki boat cruise with lounge seating, island tunes, and Charlotte Harbor views

5.0 • 561 reviews
$55/ person
Englewood Sandbar & Beach Landing Cruise

Englewood Sandbar & Beach Landing Cruise

Private waterway cruise with time to swim, float and explore a sandbar

4.9 • 799 reviews
$576
Private 2.5-Hour Clear Kayak Ecotour in Sarasota

Private 2.5-Hour Clear Kayak Ecotour in Sarasota

Book a private clear-kayak tour with a guide for groups up to 14

4.9 • 535 reviews
$720& up
Siesta Key Mangrove Kayak Tour

Siesta Key Mangrove Kayak Tour

Paddle mangrove tunnels and visit Midnight Pass Beach with a local guide

5.0 • 196 reviews
$70& up
Private 42' Sailing Catamaran Charter in Sarasota

Private 42' Sailing Catamaran Charter in Sarasota

Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

4.9 • 517 reviews
$3,522
Dolphin & Sandbar Cruise in Siesta Key

Dolphin & Sandbar Cruise in Siesta Key

Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks

4.9 • 9.2K reviews
$90/ person
Private Mangrove Tunnel Kayak & Paddleboard Tour in Sarasota

Private Mangrove Tunnel Kayak & Paddleboard Tour in Sarasota

Paddle Lido Key mangrove tunnels with a private guide

4.9 • 3.2K reviews
$91/ kayak
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Englewood Things To Do
Boat Rentals66Yacht Charters54Boat Tours49Kayaking Tours41Jet Skiing25
More
  • Bike Rentals16
  • Dolphin Watching11
  • Fishing Charters11
  • Sunrise and Sunset Tours11
  • Food Tours7
  • Parasailing6
  • Trolley Tours6

Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Car Rentals
5
  • Outdoor Picnics5
  • Paddleboarding5
  • Scuba Diving5
  • Snorkeling5
  • Stand Up Paddle Boarding4
  • Bike Tours3
  • Private Boat Charters3
  • Scooter Rentals3
  • Seasonal and Holiday3
  • Zoo Tours3