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Best results for

Water Activities in Summerland Key, FL

Showing 697-720 of 834 results
Marathon Sandbar Cruise

Marathon Sandbar Cruise

Sightsee around Marathon, then float and paddle at a local sandbar

5.0 • 281 reviews
$129/ person
Morning Mimosa Swim Tour in Marathon

Morning Mimosa Swim Tour in Marathon

Cruise Marathon waters, swim for sand dollars, and enjoy a morning mimosa

5.0 • 281 reviews
$83/ person
2-Hour Sandbar Boat Cruise

2-Hour Sandbar Boat Cruise

Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

5.0 • 183 reviews
$462
Cruise Key West Backcountry Sandbars

Cruise Key West Backcountry Sandbars

Key West sandbar cruise for up to 6 guests with captain and drinks included

5.0 • 183 reviews
$488
Key West 2-Hour Sandbar Charter

Key West 2-Hour Sandbar Charter

Cruise to a backcountry sandbar with a captain, cooler, and floats

5.0 • 183 reviews
$510
Private Florida Keys Shelling & Snorkeling Charter

Private Florida Keys Shelling & Snorkeling Charter

Snorkel and shell with your private group in the Lower Keys

5.0 • 136 reviews
$1,120& up
6-Hour Florida Keys Shelling & Snorkeling Tour

6-Hour Florida Keys Shelling & Snorkeling Tour

Explore secluded Florida Keys waters with guided shelling and shallow-water snorkeling

5.0 • 136 reviews
$392/ person
Spearfishing Charter With Instruction

Spearfishing Charter With Instruction

Learn spearfishing with Captain Amy on a private charter

5.0 • 115 reviews
$848& up
Great White Heron Refuge Eco Charter

Great White Heron Refuge Eco Charter

Cruise mangroves, snorkel shallow waters, and explore sandbars in the Lower Keys

5.0 • 115 reviews
$742& up
4-Hour Private Fishing Charter in Key West

4-Hour Private Fishing Charter in Key West

Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers

5.0 • 83 reviews
$793
6-Hour Private Fishing Charter In Key West

6-Hour Private Fishing Charter In Key West

Fish longer on a 6-hour private charter to reach less-pressured spots

5.0 • 83 reviews
$1,019
8-Hour Fishing Charter in Key West

8-Hour Fishing Charter in Key West

Fish Key West waters on an 8-hour charter for up to 4 anglers

5.0 • 83 reviews
$1,359
Sombrero Reef Snorkel & Sandbar Cruise

Sombrero Reef Snorkel & Sandbar Cruise

Snorkel Sombrero Reef, then float and relax at Molasses Key Sandbar

4.9 • 12.7K reviews
$103/ person
Powerboat Race Viewing Cruise in Key West

Powerboat Race Viewing Cruise in Key West

Watch the Powerboat Races from a captain-led spot on the water

4.9 • 5.9K reviews
$149/ person
Key West Sunset Sail

Key West Sunset Sail

Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

4.9 • 3K reviews
$91/ person
Key West Tall Ship Sailing Cruise

Key West Tall Ship Sailing Cruise

Hoist sails and take the wheel aboard a 2-masted schooner

4.9 • 3K reviews
$57/ person
8-Hour Key West Sandbar Charter

8-Hour Key West Sandbar Charter

Build a flexible day of sandbars, mangroves, and island stops

5.0 • 76 reviews
$1,272
Historic Harbor Cruise in Key West

Historic Harbor Cruise in Key West

Cruise Key West’s waterfront with local history narrated by a licensed captain

5.0 • 74 reviews
$1,055
Private 3.5-Hour Reef Snorkel & Sandbar Swim in Marathon

Private 3.5-Hour Reef Snorkel & Sandbar Swim in Marathon

Private Coffins Patch snorkel plus Valhalla Sandbar swim in 3.5 hours

4.9 • 934 reviews
$2,950& up
Trifecta: Snorkel, Sandbar, Sunset

Trifecta: Snorkel, Sandbar, Sunset

Snorkel the reef, unwind at Valhalla Sandbar, and enjoy a Florida Keys sunset cruise

4.9 • 934 reviews
$160/ person
Snorkel, Sandbar & Sunset Charter in Marathon

Snorkel, Sandbar & Sunset Charter in Marathon

Snorkel the reef, relax at Valhalla Sandbar, then cruise back at sunset

4.9 • 934 reviews
$3,967& up
Private Sandbar & Reef Snorkeling Charter In Marathon

Private Sandbar & Reef Snorkeling Charter In Marathon

Choose reef snorkeling or a Valhalla Sandbar swim on a private 2-hour charter

4.9 • 934 reviews
$5,024
Snorkel & Swim Valhalla Sandbar in Marathon

Snorkel & Swim Valhalla Sandbar in Marathon

Snorkel and relax in shallow water at Valhalla Sandbar on a 2-hour boat trip

4.9 • 934 reviews
$120/ person
Snorkel Sombrero Reef & Sandbar Cruise in Marathon

Snorkel Sombrero Reef & Sandbar Cruise in Marathon

Snorkel Sombrero Reef, then relax at Molasses Key sandbar

4.9 • 934 reviews
$147/ person
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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