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Best results for

Water Activities in Summerland Key, FL

Showing 433-456 of 835 results
Half-Day Shared Fishing Charter in Key West

Half-Day Shared Fishing Charter in Key West

Fish the Florida Keys with gear provided and your catch cleaned at the dock

4.7 • 229 reviews
$93/ person
Key West Private Snorkeling Charter

Key West Private Snorkeling Charter

Explore Key West reefs with snorkel gear and onboard refreshments included

4.8 • 26 reviews
$793& up
Key West Sandbar Charter

Key West Sandbar Charter

Relax on Gulf sandbars aboard a private deck boat

4.8 • 26 reviews
$793& up
Private Snorkeling Charter in Marathon

Private Snorkeling Charter in Marathon

Customize a private snorkeling outing with gear, water, and time to relax

4.7 • 86 reviews
$379& up
2-Hour Reef Snorkeling Cruise in Marathon

2-Hour Reef Snorkeling Cruise in Marathon

Guided shallow-reef snorkeling with gear and float aids included

4.7 • 86 reviews
$93/ person
Marathon Sandbar & Snorkeling Cruise

Marathon Sandbar & Snorkeling Cruise

Snorkel a shallow reef and float at the Islamorada sandbar

4.7 • 86 reviews
$128/ person
Up to 2-Hour Jet Ski Rental in Marathon

Up to 2-Hour Jet Ski Rental in Marathon

Choose a guided tour or freedom ride on Marathon’s open water

4.7 • 86 reviews
$115/ jetski
Sandbar & Reef Snorkel Tour from Marathon

Sandbar & Reef Snorkel Tour from Marathon

Explore captain-selected Florida Keys reefs and snorkel sites

4.7 • 86 reviews
$93/ person
Kayak Rental in Marathon

Kayak Rental in Marathon

Paddle the calm waters of the Florida Keys at your own pace

4.7 • 86 reviews
$35/ kayak
Paddleboard Rental in Marathon

Paddleboard Rental in Marathon

Glide across turquoise Keys waters at your own pace

4.7 • 86 reviews
$22/ paddleboard
Private Fishing Charter in Marathon

Private Fishing Charter in Marathon

Cast, learn and cruise with a seasoned captain

4.7 • 86 reviews
$816& up
Fishing Charter in Key West Aboard a 63' Vessel

Fishing Charter in Key West Aboard a 63' Vessel

Roomy sport-fishing charter with space for large day-trip groups

4.7 • 50 reviews
$2,440& up
Key West 37' Fishing Charter

Key West 37' Fishing Charter

Fish or lobster from a stable, wide-beam Sea Hunter in Key West

4.7 • 50 reviews
$1,192& up
Key West 42' Fishing Charter

Key West 42' Fishing Charter

Fish Key West waters from a spacious, performance-built SeaHunter

4.7 • 50 reviews
$1,192& up
Key West Shrimp Boat Fishing Charter

Key West Shrimp Boat Fishing Charter

Fish the offshore shrimp-boat grounds at first light

4.7 • 50 reviews
$1,703
42' Offshore Sportfishing Charter in Key West

42' Offshore Sportfishing Charter in Key West

Fish with room to spread out and a cool cabin for breaks

4.7 • 50 reviews
$2,100/ boat
Lobstering & Spearfishing Charter

Lobstering & Spearfishing Charter

Catch lobster by hand with 3–8 hour charter options for up to 6 people

5.0 • 6 reviews
$507& up
Key West Fishing & Snorkeling Charter

Key West Fishing & Snorkeling Charter

Pair reef exploration with fishing, lobstering, and sandbar time

5.0 • 6 reviews
$507& up
Marquesas Keys Island & Reef Boat Charter from Key West

Marquesas Keys Island & Reef Boat Charter from Key West

Explore remote islands, patch corals, and shipwrecks by charter

5.0 • 6 reviews
$1,129& up
Key West Offshore Fishing Charter

Key West Offshore Fishing Charter

Light-Tackle Reef and Wreck Fishing for Families and Beginners

5.0 • 6 reviews
$678& up
Fishing Charter on a 39' Yellowfin in Key West

Fishing Charter on a 39' Yellowfin in Key West

Reef, offshore, and island adventures aboard a private Yellowfin charter

5.0 • 6 reviews
$949& up
24' Sea Fox Boat Rental in Key West
Up to 8

24' Sea Fox Boat Rental in Key West

Self-guided Key West boating with flexible docking options

4.7 • 21 reviews
$460/ boat
24' Boat Rental in Key West
Up to 8

24' Boat Rental in Key West

Flexible Key West boat days with onboard GPS and radio

4.7 • 21 reviews
$460/ boat
20' Boat Rental in Key West
Up to 5

20' Boat Rental in Key West

Chart your own Key West day aboard a 20-foot Sea Fox Viper

4.7 • 21 reviews
$397/ boat
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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.

Summerland Key Things To Do
Fishing Charters214Boat Tours112Snorkeling96Boat Rentals92Yacht Charters92
More
  • Sailing72
  • Scuba Diving68
  • Car Rentals49
  • Sunrise and Sunset Tours44
  • Private Fishing Charters27
  • Bike Rentals25
  • Dolphin Watching22
  • Kayaking Tours19
  • Jet Skiing17
  • Scenic Flights9
  • Scavenger Hunts8
  • Dinner Cruises7
  • Ghost and Haunted7
  • Scooter Rentals7
  • Bar and Pub Crawl6
  • Paddleboarding6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5