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Best 1098

things to do in Summerland Key, FL

Showing 241-264 of 1,098 results
Private Sandbar & Mangrove Island Boat Charter in Key West

Private Sandbar & Mangrove Island Boat Charter in Key West

Explore secluded sandbars, mangroves, and private beaches by boat

5.0 • 51 reviews
$908
4-Hour Snorkel Charter in Key West

4-Hour Snorkel Charter in Key West

Reef or sandbar snorkeling with your private group

5.0 • 51 reviews
$681
Key West Sandbar Tour

Key West Sandbar Tour

Explore mangrove backcountry and spend the day at Florida Keys sandbars

5.0 • 49 reviews
$533& up
Private Waterfront Bar Hop Boat Cruise Near Key West

Private Waterfront Bar Hop Boat Cruise Near Key West

Pair Stock Island’s waterfront scenery with marina bars, seafood, and tacos

5.0 • 49 reviews
$722
Full-Day Fort Jefferson & Dry Tortugas Charter

Full-Day Fort Jefferson & Dry Tortugas Charter

Cruise privately to Fort Jefferson for flexible exploring, snorkeling, and beach time

4.9 • 154 reviews
$3,074
Florida Keys Night Fishing Charter

Florida Keys Night Fishing Charter

Fish Florida Keys waters after dark aboard a private, fully equipped boat

4.9 • 154 reviews
$1,484& up
Private Captain for Your Own Boat in the Florida Keys

Private Captain for Your Own Boat in the Florida Keys

Put a licensed captain at the helm of your Florida Keys boat

4.9 • 154 reviews
$848& up
Deep-Drop Swordfish Fishing Charter in Cudjoe Key

Deep-Drop Swordfish Fishing Charter in Cudjoe Key

Target daytime swordfish and deepwater species on a private Florida Keys charter

4.9 • 154 reviews
$2,544& up
Florida Keys Spiny Lobster Hunting Charter

Florida Keys Spiny Lobster Hunting Charter

Snorkel shallow Florida Keys reefs for spiny lobster with local guidance

4.9 • 154 reviews
$954
Offshore & Deep Drop Fishing Charter in the Florida Keys

Offshore & Deep Drop Fishing Charter in the Florida Keys

Chase pelagic fish and deep-water species aboard a private Florida Keys charter

4.9 • 154 reviews
$1,802& up
Florida Keys Freedive Spearfishing Charter

Florida Keys Freedive Spearfishing Charter

Target reef fish on a private Florida Keys freedive hunt

4.9 • 154 reviews
$1,484& up
Reef & Wreck Fishing Charter in Cudjoe Key & Key West

Reef & Wreck Fishing Charter in Cudjoe Key & Key West

Fish coral reefs and historic wrecks with gear and guidance included

4.9 • 154 reviews
$1,272& up
Sunset Cruise in the Florida Keys

Sunset Cruise in the Florida Keys

Watch the Florida Keys sunset from a private, amenity-equipped boat

4.9 • 154 reviews
$448
Private Mangrove Eco Paddle Tour Near Key West

Private Mangrove Eco Paddle Tour Near Key West

Set your own pace through Key West’s mangrove waterways

4.9 • 140 reviews
$461
Key West Guided Mangrove Kayak or SUP Tour

Key West Guided Mangrove Kayak or SUP Tour

Paddle Key West’s mangrove waterways with a naturalist guide

4.9 • 140 reviews
$88& up
Key West Shallow Reef Snorkeling Charter

Key West Shallow Reef Snorkeling Charter

Private snorkeling tailored to your day in Key West’s shallow waters

4.9 • 137 reviews
$742& up
Stock Island Private Boat Charter

Stock Island Private Boat Charter

Create a private day on the water tailored to your interests

4.9 • 137 reviews
$742& up
Private Sandbar Charter in Stock Island

Private Sandbar Charter in Stock Island

Plan your own day of sandbars, beaches and calm-water cruising

4.9 • 137 reviews
$636& up
Private Dolphin Watch Charter in Key West

Private Dolphin Watch Charter in Key West

Watch wild dolphins and shape your day on the water

4.9 • 137 reviews
$636& up
Snorkeling Charter in Key West

Snorkeling Charter in Key West

Explore a coral reef just 7 miles from Key West by private boat

5.0 • 46 reviews
$742& up
Key West Dolphin Watch Cruise

Key West Dolphin Watch Cruise

Watch Key West’s resident dolphins from a private boat

5.0 • 46 reviews
$530
Key West Sandbar Charter

Key West Sandbar Charter

Explore Key West sandbars with music, snorkeling, and time on the water

5.0 • 46 reviews
$742& up
Key West Sunset Cruise

Key West Sunset Cruise

See Key West's sunset from the water on a private boat trip

5.0 • 46 reviews
$448
Key West Light Tackle Fishing Charter

Key West Light Tackle Fishing Charter

Fish light tackle with bait, gear, licensing, and catch filleting included

5.0 • 46 reviews
$742
1…101112…46
Fishing Charters217Boat Tours114Snorkeling96Boat Rentals95Yacht 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