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Best results for

Water Activities in Summerland Key, FL

Showing 217-240 of 834 results
18' Center Console Boat Rental in Cudjoe Key

18' Center Console Boat Rental in Cudjoe Key

Navigate Cudjoe Key waters with GPS and a 150 hp Yamaha

4.9 • 109 reviews
$448/ boat
20' Pontoon Rental in Cudjoe Key
Up to 8

20' Pontoon Rental in Cudjoe Key

Navigate Cudjoe Key’s shallow waters with a 70 hp pontoon and Garmin GPS

4.9 • 109 reviews
$460/ boat
Cudjoe Key 21' Deck Boat Rental
Up to 8

Cudjoe Key 21' Deck Boat Rental

Navigate shallow waters on a versatile center-console deck boat

4.9 • 109 reviews
$471/ boat
Marathon Catch-and-Release Shark Fishing Charter

Marathon Catch-and-Release Shark Fishing Charter

Fish Florida Bay’s shallow waters and release sharks unharmed

4.9 • 105 reviews
$954& up
Marathon Reef & Wreck Fishing Charter

Marathon Reef & Wreck Fishing Charter

Cast for reef and wreck species in the Florida Keys

4.9 • 105 reviews
$954/ boat
Offshore Tuna Fishing Charter in Marathon

Offshore Tuna Fishing Charter in Marathon

Chase tuna, wahoo, and dolphin fish in the Gulf Stream off Marathon

4.9 • 105 reviews
$1,484/ boat
Family Fishing Charter in Marathon

Family Fishing Charter in Marathon

Hands-on fishing with patient coaching for all ages

4.9 • 105 reviews
$954/ boat
Tarpon Fishing Charter Near Seven Mile Bridge

Tarpon Fishing Charter Near Seven Mile Bridge

Fish live bait for tarpon around the Florida Keys' iconic bridge passes

4.9 • 105 reviews
$954/ boat
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Cruise mangroves, swim a local sandbar, and set your own pace

5.0 • 39 reviews
$313& up
Private Reef Fishing Charter in Key West

Private Reef Fishing Charter in Key West

Cast for snapper on a private Key West reef trip

5.0 • 39 reviews
$949& up
Lobster Snorkeling Charter in Key West

Lobster Snorkeling Charter in Key West

Find lobster hideouts and learn how to catch them

5.0 • 39 reviews
$949& up
Custom Snorkel & Reef Fishing Charter in Key West

Custom Snorkel & Reef Fishing Charter in Key West

Build your ideal day with snorkeling, fishing and time on the water

5.0 • 39 reviews
$1,267& up
Reef Snorkeling Charter in Key West

Reef Snorkeling Charter in Key West

Snorkel Florida Keys reefs with gear, food, and drinks included

5.0 • 39 reviews
$503/ person
4-Hour Key West Snorkeling Cruise

4-Hour Key West Snorkeling Cruise

Snorkel Florida Keys Reefs With Gear, Food and Drinks Included

5.0 • 39 reviews
$335/ person
Key West Boat Wedding Charter

Key West Boat Wedding Charter

Exchange vows on the waters of Key West

5.0 • 39 reviews
$737& up
Clothing-Optional Cruise in Key West

Clothing-Optional Cruise in Key West

Shape a private Key West cruise around your own plans

5.0 • 39 reviews
$631
Key West 4-Hour Sandbar Charter

Key West 4-Hour Sandbar Charter

Explore Key West’s turquoise waters and white-sand sandbars with food and drinks included

5.0 • 39 reviews
$279/ person
6-Hour Key West Sandbar Charter

6-Hour Key West Sandbar Charter

Enjoy a Key West sandbar day with food and drinks included

5.0 • 39 reviews
$391/ person
Key West Manatee Mangrove Cruise

Key West Manatee Mangrove Cruise

Slowly cruise Key West mangroves while looking for manatees and other wildlife

5.0 • 39 reviews
$335/ person
Key West Guided Reef & Wreck Dive Charter

Key West Guided Reef & Wreck Dive Charter

Explore Key West coral reefs and shipwrecks with dive guides

5.0 • 39 reviews
$783/ person
Key West 4-Hour Sandbar Charter

Key West 4-Hour Sandbar Charter

Enjoy turquoise waters, white sand beaches, and food and drinks on a Key West sandbar outing

5.0 • 39 reviews
$447/ person
Key West 6-Hour Sandbar Charter

Key West 6-Hour Sandbar Charter

Cruise to Key West's sandbar for Caribbean water and white-sand beaches

5.0 • 39 reviews
$559/ person
Key West Mangrove Manatee Cruise

Key West Mangrove Manatee Cruise

Slow mangrove cruise with chances to spot manatees and wildlife

5.0 • 39 reviews
$223/ person
Key West 4-Hour Guided Dive Charter

Key West 4-Hour Guided Dive Charter

Explore Key West coral reefs and shipwrecks with expert guides

5.0 • 39 reviews
$559/ person
1…91011…35

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 Charters212Boat Tours111Snorkeling96Boat 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