Top things to do in Key West in Summer (Updated October 2026)

Key West, USA
145 Results
Key West Private Sandbar Charter with Swimming & Snorkeling

This private Key West sandbar charter gives your group flexibility to swim, wade, float, snorkel, or relax at a pace that suits you. Rather than …More

This private Key West sandbar charter gives your group flexibility to swim, wade, float, snorkel, or relax at a pace that suits you. Rather than...

4 hours Free Cancellation
5.0 (3)
from
$1,195
Key West Private Snorkeling & Reef Boat Charter

This private Key West snorkeling charter avoids the fixed schedule and crowds of a large group boat. The captain selects suitable sites according to visibility, …More

This private Key West snorkeling charter avoids the fixed schedule and crowds of a large group boat. The captain selects suitable sites according to visibility,...

4 hours Free Cancellation
5.0 (1)
from
$1,195
Half Day Private Boat Charter Key West: Dolphin, Snorkel, Sandbar

Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches …More

Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches...

4 hours Free Cancellation
4.9 (35)
from
$966
Key West Private Charter: Sandbar and Snorkeling

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a …More

Likely to Sell Out
Likely to Sell Out

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a...

4 hours
5.0 (19)
from
$950
Sandbar Excursions with Snorkeling and Sunset Cruises in Key West

Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, lounging on secluded beaches, and witnessing stunning …More

Likely to Sell Out
Likely to Sell Out

Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, lounging on secluded beaches, and witnessing stunning...

4 hours Free Cancellation
5.0 (4)
from
$700
Private Key West Sandbar and Paddle by Boat

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats …More

Likely to Sell Out
Likely to Sell Out

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats...

3 hours 30 minutes Free Cancellation
5.0 (38)
from
$600
PRIVATE Guided Mangrove Eco-Tour Adventure

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty …More

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty...

2 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$395
Dry Tortugas National Park Day Trip by Catamaran from Key West

Explore beautiful tropical beaches on this full-day catamaran trip from Key West to Dry Tortugas National Park. The Dry Tortugas islands were discovered by Ponce …More

Likely to Sell Out
Likely to Sell Out

Explore beautiful tropical beaches on this full-day catamaran trip from Key West to Dry Tortugas National Park. The Dry Tortugas islands were discovered by Ponce...

10 hours
4.7 (447)
from
$245
Key West Safari Eco Sandbar Tour Adventure with Snorkeling

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28 …More

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28...

2 hours 30 minutes Free Cancellation
4.7 (220)
from
$197
Key West Original Full-Day Watersports Adventure

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the …More

Special Offer
Special Offer

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the...

6 hours (approx.) Free Cancellation
4.9 (739)
$200
$169
Dolphin Watching Key West and Snorkeling

This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away; …More

This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away;...

3 hours Free Cancellation
4.9 (47)
from
$149
Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and …More

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and...

4 hours Free Cancellation
4.9 (573)
from
$143
Key West: Sunset Sail + Reef Snorkel & Sandbar

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • …More

Likely to Sell Out
Likely to Sell Out

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? •...

4 hours 30 minutes Free Cancellation
5.0 (55)
from
$143
Marathon Snorkeling and Sandbar Adventure

Discover the best of the Florida Keys with a thrilling snorkeling and sandbar adventure from Marathon Mermaid. Begin at the stunning Sombrero Reef, where vibrant …More

Likely to Sell Out
Likely to Sell Out

Discover the best of the Florida Keys with a thrilling snorkeling and sandbar adventure from Marathon Mermaid. Begin at the stunning Sombrero Reef, where vibrant...

4 hours Free Cancellation
5.0 (3)
from
$129
Key West Original Island Jet Ski Tour

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of …More

Likely to Sell Out
Likely to Sell Out

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...

1.5 Hours Free Cancellation
4.9 (3,092)
$170
$120
Key West Full-Day Catamaran Eco Tour: Sail, Kayak and Dolphin Watch

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a …More

Special Offer
Special Offer

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a...

6 hours (approx.)
4.9 (558)
$125
$120
Marathon FL Sandbar Cruise & Sightseeing Adventure

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable …More

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable...

4 hours Free Cancellation
5.0 (123)
from
$114
Key West Schooner Backcountry Eco-Tour

Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure! …More

Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure!...

5 hours (approx.) Free Cancellation
4.9 (216)
from
$110
Shallow Water Snorkeling and Dolphin Watching in Key West

Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s …More

Likely to Sell Out
Likely to Sell Out

Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s...

4 hours
4.8 (438)
from
$109
Champagne Dolphin Sail and Reef Snorkel

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with …More

Likely to Sell Out
Likely to Sell Out

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with...

3 hours
5.0 (10)
from
$109
Key West Ultimate Beach Pass with Parasailing

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass. …More

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass....

8 hours Free Cancellation
4.7 (19)
from
$107
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