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Best results for

Water Activities in Summerland Key, FL

Showing 817-834 of 834 results
2-Day Wreck Diving Course in Ramrod Key

2-Day Wreck Diving Course in Ramrod Key

Build wreck-diving skills and earn two specialty certifications

4.1 • 767 reviews
$795/ person
6-Day Dive Guide Course in Ramrod Key

6-Day Dive Guide Course in Ramrod Key

Build the skills to lead certified divers with confidence

4.1 • 767 reviews
$1,589/ person
Science of Diving Course in Ramrod Key

Science of Diving Course in Ramrod Key

Build the dive theory foundation for your next certification step

4.1 • 767 reviews
$284/ person
21' SeaChaser Boat Rental in Marathon
Up to 7

21' SeaChaser Boat Rental in Marathon

Fish, dive, and explore the Florida Keys with onboard navigation and water access

3.7 • 123 reviews
$965/ boat
Marathon 24' Boston Whaler Boat Rental
Up to 8

Marathon 24' Boston Whaler Boat Rental

Twin-engine power, fishing features, and free delivery for your time on the water

3.7 • 123 reviews
$1,816/ boat
25' Boat Rental in Marathon
Up to 8

25' Boat Rental in Marathon

Cruise, fish, snorkel, or dive with easy water access

3.7 • 123 reviews
$1,362/ boat
27' Boat Rental in Marathon

27' Boat Rental in Marathon

Offshore-ready weekly boat rental with twin Yamaha power

3.7 • 123 reviews
$2,270/ boat
24' SeaChaser Boat Rental in Marathon
Up to 10

24' SeaChaser Boat Rental in Marathon

Explore offshore waters with GPS navigation, fishing features, and complimentary delivery

3.7 • 123 reviews
$1,419/ boat
22' Boat Rental in Marathon
Up to 6

22' Boat Rental in Marathon

Explore the Florida Keys for fishing and diving aboard a fuel-efficient Boston Whaler

3.7 • 123 reviews
$907/ boat
Marathon 24' Boston Whaler Rental

Marathon 24' Boston Whaler Rental

Offshore trolling and sandbar days aboard a 250hp Boston Whaler

3.7 • 123 reviews
$1,419/ boat
2-Hour Sunset Sail in Key West

2-Hour Sunset Sail in Key West

Sail a restored 1925 schooner at sunset with drinks and charcuterie

$137/ person
Private Sailing Charter In Key West

Private Sailing Charter In Key West

Charter a sailboat in Key West for up to 42 guests

$2,783
Private Florida Keys Backcountry Fishing Charter

Private Florida Keys Backcountry Fishing Charter

Book a private Florida Keys backcountry and flats fishing charter

$583& up
Key West Captain's Choice Fishing Charter

Key West Captain's Choice Fishing Charter

Fish hidden Key West backwaters with a captain-led plan

$1,325
Dry Tortugas Full-Day Charter

Dry Tortugas Full-Day Charter

Explore the islands and glide through clear waters on a full-day charter

$3,286
Key West Flats Fishing Charter

Key West Flats Fishing Charter

Cast for tarpon, permit and more in Key West’s shallow backcountry

$636& up
Daytime Sandbar Cruise in Key West

Daytime Sandbar Cruise in Key West

Cruise Key West waters with snorkeling gear and a flexible island itinerary

$1,362
Lower Keys Guided Mangrove Paddle & Key Deer Tour

Lower Keys Guided Mangrove Paddle & Key Deer Tour

Paddle mangrove tunnels, enjoy a picnic, and look for Key Deer

$192/ person
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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

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.

  • 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