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Best results for

Water Activities in Summerland Key, FL

Showing 361-384 of 839 results
6-Hour Offshore Fishing Charter in Big Pine Key

6-Hour Offshore Fishing Charter in Big Pine Key

Fish offshore with trolling and electric-reel deep dropping

5.0 • 25 reviews
$1,166
Full-Day Offshore Fishing Charter in Big Pine Key

Full-Day Offshore Fishing Charter in Big Pine Key

Try multiple fishing styles while targeting prized Florida Keys species

5.0 • 25 reviews
$1,324
Big Pine Key Lobster & Fishing Charter

Big Pine Key Lobster & Fishing Charter

Fish for snapper and grouper, catch lobster, then unwind at a Keys sandbar

5.0 • 25 reviews
$1,166
Inshore Snapper & Grouper Fishing in Big Pine Key

Inshore Snapper & Grouper Fishing in Big Pine Key

Cast light tackle around reefs, coral heads, and shallow wrecks

5.0 • 25 reviews
$847
Lobster Diving Charter in Big Pine Key

Lobster Diving Charter in Big Pine Key

Free dive reefs and hunt lobster with all gear included

5.0 • 25 reviews
$848
Lobstering & Inshore Fishing Charter in Big Pine Key

Lobstering & Inshore Fishing Charter in Big Pine Key

Catch mangrove snapper and lobster with all catching gear included

5.0 • 25 reviews
$1,007
Full-Day Free Dive Lobster Hunting in Big Pine Key

Full-Day Free Dive Lobster Hunting in Big Pine Key

Free-dive coral reefs for lobster with all gear supplied

5.0 • 25 reviews
$1,007
Full-Day Reef & Wreck Fishing Charter in Big Pine Key

Full-Day Reef & Wreck Fishing Charter in Big Pine Key

Explore Lower Keys reefs and wrecks with a range of fishing techniques

5.0 • 25 reviews
$1,006
4-Hour Inshore Fishing Charter in Big Pine Key

4-Hour Inshore Fishing Charter in Big Pine Key

Reef fishing for snapper and grouper with rods, ice, and water included

5.0 • 25 reviews
$688
4-Hour Lobster Diving Charter in Big Pine Key

4-Hour Lobster Diving Charter in Big Pine Key

Free-dive reefs around Little Torch Key and catch lobster with provided gear

5.0 • 25 reviews
$689
Reef & Wreck Fishing Charter in Big Pine Key

Reef & Wreck Fishing Charter in Big Pine Key

Cast for snapper, grouper, and jacks around Lower Keys reefs and wrecks

5.0 • 25 reviews
$741
Reef & Wreck Fishing Charter in Big Pine Key

Reef & Wreck Fishing Charter in Big Pine Key

Cast for snapper, grouper, and more around Florida Keys reefs and wrecks

5.0 • 25 reviews
$900
Sombrero Reef Snorkeling & Diving Trip

Sombrero Reef Snorkeling & Diving Trip

Explore two Florida Keys reef sites by snorkeling, Snuba, or certified diving

4.8 • 157 reviews
$202/ person
Guided Thunderbolt Wreck Dive in Marathon

Guided Thunderbolt Wreck Dive in Marathon

Explore a Historic Wreck on a Guided Deep Dive

4.8 • 157 reviews
$135/ person
4-Hour Private Dive Charter in Marathon

4-Hour Private Dive Charter in Marathon

Charter a private dive boat with a captain, divemaster, and gear for up to 10 divers

4.8 • 157 reviews
$7,632
Sunset Night Dive in Marathon

Sunset Night Dive in Marathon

Dive a shallow reef at dusk and take in sunset views on the ride back

4.8 • 157 reviews
$269/ person
Marathon Guided Shallow Reef Scuba Course

Marathon Guided Shallow Reef Scuba Course

Build scuba skills in the pool, then dive a shallow reef with an instructor

4.8 • 157 reviews
$509/ person
Marathon Scuba Refresher Course With Pool & Reef

Marathon Scuba Refresher Course With Pool & Reef

Refresh your scuba skills in the pool before a guided reef boat dive

4.8 • 157 reviews
$509/ person
Open Water Checkout Dives in Marathon

Open Water Checkout Dives in Marathon

Complete your open-water certification after pool and classroom training

4.8 • 157 reviews
$700/ person
1.5-Day Advanced Scuba Diving Course in Marathon

1.5-Day Advanced Scuba Diving Course in Marathon

Build confidence through instructor-supervised advanced scuba dives

4.8 • 157 reviews
$1,018/ person
Private Luxury Motor Yacht Charter in Key West

Private Luxury Motor Yacht Charter in Key West

Bareboat yacht charter for groups over 6, with snorkel and float gear included

4.9 • 34 reviews
$1,362& up
Luxury Private Yacht Charter in Key West

Luxury Private Yacht Charter in Key West

Charter a private motor yacht in Key West with flexible 1.5–8 hour options

4.9 • 34 reviews
$1,519& up
6-Hour Marquesas Islands Snorkeling Charter

6-Hour Marquesas Islands Snorkeling Charter

Private island cruising with snorkeling and guided narration

5.0 • 20 reviews
$3,133
Key West Sandbar & Dining Charter

Key West Sandbar & Dining Charter

Dine at Kiki's and unwind at a local sandbar

5.0 • 20 reviews
$5,244
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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