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Best results for

Water Activities in Summerland Key, FL

Showing 529-552 of 834 results
30' Fishing Charter in Marathon

30' Fishing Charter in Marathon

Private reef, wreck, offshore or tarpon fishing with captain and gear

4.5 • 1.4K reviews
$928& up
6-Hour Reef Fishing Charter in Marathon

6-Hour Reef Fishing Charter in Marathon

Private reef, bay, and wreck fishing with captain, gear, and license included

4.5 • 1.4K reviews
$1,479
Private Fishing Charter in Marathon

Private Fishing Charter in Marathon

Fish reefs, bays and backcountry waters with your private captain

4.5 • 1.4K reviews
$795& up
35' Fishing Charter in Marathon

35' Fishing Charter in Marathon

Private sport fishing from a shaded 35-foot Contender

$954& up
Seasonal Tarpon Fishing Charter in Marathon

Seasonal Tarpon Fishing Charter in Marathon

Cast for seasonal tarpon from a 23-foot bay boat

$689
4-Hour Tarpon Fishing Charter in Marathon

4-Hour Tarpon Fishing Charter in Marathon

Cast for seasonal tarpon and target reef and wreck species

$954
6-Hour Wakeboarding & Tubing Charter in Key West

6-Hour Wakeboarding & Tubing Charter in Key West

Plan a private day on the water with wakeboarding, tubing, and room to relax

$1,006
4-Hour Wakeboarding & Tubing Charter in Key West

4-Hour Wakeboarding & Tubing Charter in Key West

Set your own pace on a private Key West boat day with wakeboarding and tubing

$794
Clear Kayak Eco-Tour in Big Pine Key

Clear Kayak Eco-Tour in Big Pine Key

Paddle clear kayaks through mangrove tunnels and look for Florida Keys wildlife

$147
Private eFoil Charter in Stock Island

Private eFoil Charter in Stock Island

Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef

$954& up
Night Lobster Charter in Key Colony Beach

Night Lobster Charter in Key Colony Beach

Keep cool and dry while netting lobsters after dark

$848
Fishing Charter in Marathon Aboard 40' Hatteras

Fishing Charter in Marathon Aboard 40' Hatteras

Chase snapper, grouper, sailfish, and mahi-mahi aboard a comfortable sportfishing boat

$2,433
Key West Sandbar Charter

Key West Sandbar Charter

Shape your own private day on Key West's remote sandbars and beaches

$741
Private Key West Sandbar Charter

Private Key West Sandbar Charter

Shape your own day on a private boat to remote Key West sandbars and beaches

$953
Private Snorkeling Charter in Key West

Private Snorkeling Charter in Key West

Explore quieter, shallow-water reefs on a private outing shaped around your group

$741
Key West Private Snorkeling Charter

Key West Private Snorkeling Charter

Plan a private day exploring shallow, calm reefs beyond the crowds

$953
4-Hour Private Fishing Charter in Key West

4-Hour Private Fishing Charter in Key West

Fish the reef or mangroves on a private charter built for a relaxed day on the water

$794
6-Hour Private Fishing Charter in Key West

6-Hour Private Fishing Charter in Key West

Fish the reef or mangroves on a private charter tailored to your day

$1,006
Private Eco Cruise From Stock Island

Private Eco Cruise From Stock Island

Make your day on the water your own with reef, sandbar, and mangrove options

$636
3-Hour eFoil Lesson in Big Coppitt Key

3-Hour eFoil Lesson in Big Coppitt Key

Build eFoil riding skills together with coaching for your group

$928
Dual eFoil Lesson in Stock Island

Dual eFoil Lesson in Stock Island

Learn eFoil fundamentals side by side with a coach

$663
Private eFoil Lesson in Stock Island

Private eFoil Lesson in Stock Island

Build eFoil skills with one-on-one coaching

$371/ person
Key West 2-Hour Private Sandbar Charter

Key West 2-Hour Private Sandbar Charter

Set your own pace at remote Key West sandbars and beaches

$371
Sunset Glow Kayak Tour Through Key West Mangroves

Sunset Glow Kayak Tour Through Key West Mangroves

Glide into the night with LEDs lighting the water beneath your kayak

$147/ kayak
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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 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