Top Key West Day Trips

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

5 hoursFree Cancellation

4.8

(402)

from $161

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Spend a stunning afternoon soaking up the sights of the Gulf of Mexico, chilling out at a sandbar, and watching dolphins at the Florida Marine Sanctuary. With the help of a fun and informative crew, you’ll explore the Floridian sea while your guides tell you all about the area’s history and wildlife. Enjoy lunch as well as unlimited beer, wine, and mimosas on your trip—just remember to drink responsibly.

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

5 hoursFree Cancellation

4.8

(648)

from $150

Key West Reef Morning Snorkeling with Breakfast and Mimosas

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

4.5

(706)

from $54

Get ready for fun in the sun—and leave all the planning to someone else—on this half-day sailing, kayaking, and snorkeling adventure off the coast of Key West. Kayak through a maze of mangrove-canopied canals and streams, home to a tropical array of birds, rays, sharks, sport fish and more. Then jump into the water for a snorkeling session above a coral reef teeming with marine life. Snacks, beer, wine, and soft drinks are included.

4.3

(1,896)

from $93

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

4 hours 30 minutesFree Cancellation

Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail toward the reef on a state-of-the-art catamaran. Receive snorkeling guidance from your crew—ideal for first-time snorkelers. Use of sanitized snorkel gear and reef-safe sunscreen means you don’t need to pack your own, plus cocktails and non-alcoholic drinks are provided after the snorkeling.

(1,806)

from $125

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

Key West Mangrove Kayak Eco Tour

4.2

(685)

from $35

Key West Conch Tour Train

(2,363)

from $80

1 hourFree Cancellation

4.4

(883)

from $45

Key West Tiki Bar Boat to Popular Sand Bar with Turquoise Waters

4 hoursFree Cancellation

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

(138)

from $565

Per group

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Set sail for a full-day escape to the hidden gems off Key West’s coast—where pristine beaches and secluded islands await. Whether you're soaking up the sun, taking in the coastal views, or just unwinding with your group, this experience blends the excitement of the open water with the comfort of premium onboard amenities. Perfect for history lovers and adventure seekers alike, this guided journey offers something for everyone.

(1,915)

from $90

Dry Tortugas National Park Day Trip by Luxury Private Boat

Dry Tortugas National Park Day Trip by Luxury Private Boat

8 hoursFree Cancellation

3.9

(11)

from $1,500

Price varies by group size

Key West Glass-Bottom Boat Tour with Sunset Option

1 hour 45 minutes to 2 hoursFree Cancellation

3.9

(610)

from $64

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike roadside rentals, this tour transports you by boat to the untouched Mud Keys, a hidden paradise of mangrove tunnels, crystal-clear waters, and diverse marine life. What to Expect: Boat Ride to a Remote Kayaking Spot – No roads, no noise, just backcountry beauty Guided Kayak Tour – Paddle through winding mangroves and spot stingrays, tropical fish, and sea turtles Wildlife Sightings – Keep an eye out for dolphins, sharks, and exotic birds ️ Sandbar Stop – Relax in pristine waters after kayaking Drinks & Lunch Included – Enjoy unlimited drinks and a delicious meal Why This Tour is Unique: Exclusive Location – No other company goes here No Crowds, No Roads – A peaceful, off-the-grid experience Perfect for All Skill Levels – Easy and enjoyable for everyone

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

5 hoursFree Cancellation

4.8

(8)

from $161

Sunset Sail in Key West with Beverages Included

1 hour 30 minutesFree Cancellation

Discover some of Key West’s deepest, darkest secrets on a ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of what is said to be one of the most haunted cities in the US. Travel down the narrow, dark streets of the Old Town at night. The wooden houses still bear the secrets of their former inhabitants. This tour is narrated by an actor playing a gravedigger.

(975)

from $79

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

1 hourFree Cancellation

4.4

(1,360)

from $39

Likely to Sell Out

The whole family can learn more about sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast to try your luck spotting dolphins, stingrays, turtles, and birds while you learn more about Key West’s waters than you ever would sailing along. Then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat.

Shark and Wildlife Viewing Adventure in Key West

Discover a side of Key West some visitors miss, and immerse yourself in its beautiful scenery, on a half-day sailing tour. Board your catamaran and head to North America's only living coral barrier reef. Pass some of Key West’s top attractions on the way, then dive in to see hundreds of species of colorful fish, coral, and other sea life. This cruise includes snorkeling gear, plus beer, wine, and soft drinks.

5.0

(3,347)

from $99

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

Go sightseeing in the Florida Keys at your own pace with a private self-guided audio tour. Choose a northbound or southbound itinerary and learn about local landmarks, history, and more during the drive. Set out on a road trip through the Florida Keys and learn about highlights such as Seven Mile Bridge and John Pennekamp State Park along the way. Tour offline using GPS, with no cell service needed.

4.4

(1,610)

from $59

Self-Guided Audio Tour in Florida Keys

1 dayFree Cancellation

4.7

(99)

from $17

Per group

Dry Tortugas National Park Self-Guided Audio Tour

Explore an island paradise 70 miles west of Key West. Visit Fort Jefferson, a massive 19th-century coastal fort, and walk its brick walls while hearing stories about soldiers, prisoners, and shipwrecks. The tour even works on the ferry to this remote national park. Snorkel in clear blue water filled with coral, tropical fish, and sea turtles. Relax on sandy beaches and look for seabirds that nest only here. Stroll through the fort’s archways, climb to the top for ocean views, and learn how the fort defended the Gulf of Mexico. You choose what to do first—swim, explore the fort, or enjoy the beach. The tour works without internet, gives GPS directions for walking the site, and offers local tips you can keep forever. Download the tour, take the ferry or seaplane, and explore this unique national park at your own pace—where history, nature, and crystal-clear waters meet. *Download the Shaka Guide app to access the purchased tours*

Dry Tortugas National Park Self-Guided Audio Tour

7 to 8 hoursFree Cancellation

4.0

from $13

Per group

Pedal through the charming streets of Old Town Key West on a guided bike tour, perfect for first-timers exploring the island. Along the way, you’ll uncover its rich history and stop at iconic spots like Mallory Square, Mile Marker Zero, and the Southernmost Point Buoy. With morning and afternoon tour options, it’s easy to soak in panoramic ocean views and experience Key West at your own pace.

Guided Bike Tour of Old Town Key West

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

(2,724)

from $59

Pick up a starfish or a conch at the touch tank!

7 hoursFree Cancellation

Price varies by group size

(36)

from $169

Top Attractions in Key West

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Attractions

What are people saying about Key West

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Prissy_G, Jul 2026

Eating with Scott!

This was an amazing way to see the low key and off the beaten path of Key West. The food a tasty mix from the cultures that make Key West unique. Our guide, Scott, was great! He had so much knowledge of the history and culture of the Keys. His insight and personality made the tour special. Definitely would request Scott!

Key West Hop-On Hop-Off Trolley Tour

Bruce_N, Jul 2026

First visit to Key West

This was our first trip to Key West. Greatly enjoyed riding the hoho. Our driver was excellent. He shared a great deal of information about Key West that was very interesting. We got to sightsee and get off and on whenever we wanted. I would recommend taking the entire route first and then get off/on to visit the sights you are interested in

Key West Ghosts and Gravestones Trolley Tour

Monica_W, Jun 2026

Fun way to spend the evening!!

Super fun and informational evening with Ghosts and Gravestones! Kate and Howard were awesome tour guides. We had three generations in our family on our tour and I can say that it was fun for all ages! Our daughter is 11 and the tour was not scary for her. It was a fun way to learn the darker history of Key West while also seeing a beautiful sunset on the trolley ride. We all laughed as people shouted that we were doomed from the street (you'll understand that reference when you book the tour!!) I would highly recommend this tour!

Key West Mangrove Kayak Eco Tour

Gretchin_T, Jun 2026

Great experience!

We loved this excursion! Rachel G was an excellent guide and very educated on the mangrove eco system. We were hesitant since it wasn’t an excursion offered through the cruise ship, but turned out fine. We Ubered to Lazy Dog from the port for $20 for 4 people and then again to our lunch spot. Great experience.

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

Jewel_J, Jun 2026

Salty Hot Fun

This boat cruise includes a kayak tour in the mangroves along with a relaxing afternoon at a sandbar. My family is very active so we had no problem managing the kayak in open water and through the mangroves. I saw others stay behind if kayaking is not your thing. We heard animals but didn’t see much. There were a few fish but no manatees. The crew member Jordan gave us some cool info as we were navigating. My oldest loved the info and was enjoying the water and nature. I was ready for the sandbar after the kayak. It was very hot. You will need a hat, sunscreen and uvf wear if you burn easily! Captain Chuck had a nice lunch which everyone enjoyed. Cuban sandwiches, chicken tenders, fruit and veggies with humus. Beer and wine along with soft drinks were provided. No limit on food and drinks either. The water was choppy when we got to the sandbar. Everyone found a spot to take in the warm waters and enjoy the music and tranquility of the keys. My sons were able to snorkel and even saw a shark behind the boat in the water. That was definetly a highlight for them. They couldn’t stop talking about it. My sons father was able to fly his drone and was thrilled to capture some footage of our experience. Overall, the tour was fun and memorable. It would of been amazing if the water wasn’t so choppy but you can’t control mother nature, just have to roll with it and drink your beverage quick before the salt water ruins it.