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Top Key West Shore Excursions

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Key West Tours

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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
4.9 (739)

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...

6 hours (approx.) • Free Cancellation
4.9 (739)
$200
$169
Key West Reef Morning Snorkeling with Breakfast and Mimosas

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light …More

4.7 (686)

Key West Reef Morning Snorkeling with Breakfast and Mimosas

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light...

3 hours • Free Cancellation
4.7 (686)
from
$54
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

4.7 (220)

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...

2 hours 30 minutes • Free Cancellation
4.7 (220)
from
$197
Key West Afternoon Reef Snorkeling with Open Bar

Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a sail to the Key …More

4.6 (454)

Key West Afternoon Reef Snorkeling with Open Bar

Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a sail to the Key...

3 hours • Free Cancellation
4.6 (454)
from
$59
All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to …More

4.9 (665)

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to...

5 hours • Free Cancellation
4.9 (665)
from
$150
Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island. …More

4.4 (83)

Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island....

1 hour 30 minutes • Free Cancellation
4.4 (83)
from
$56
Key West Parasailing: Ideal For Cruise Ship & Downtown Guests

This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute …More

4.9 (53)

Key West Parasailing: Ideal For Cruise Ship & Downtown Guests

This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute...

1 hour • Free Cancellation
4.9 (53)
from
$64
Florida Keys Nature & History Tour from Key West

With your friendly and knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the …More

4.9 (117)

Florida Keys Nature & History Tour from Key West

With your friendly and knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the...

4 hours • Hotel pickup offered • Free Cancellation
4.9 (117)
from
$85
Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks

Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar & …More

4.6 (41)

Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks

Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar &...

4 hours • Free Cancellation
4.6 (41)
from
$137
Reef Snorkel Adventure at Sombrero Key Light Reef

Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon …More

4.9 (51)

Reef Snorkel Adventure at Sombrero Key Light Reef

Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon...

3 hours • Free Cancellation
4.9 (51)
from
$96
Key West Shore Excursion: Conch Tour Train

Ride the World Famous Conch Tour Train, the charming and whimsical Key West attraction that has been delighting locals and visitors alike since 1958. …More

4.7 (41)

Key West Shore Excursion: Conch Tour Train

Ride the World Famous Conch Tour Train, the charming and whimsical Key West attraction that has been delighting locals and visitors alike since 1958....

1 hour 30 minutes • Free Cancellation
4.7 (41)
from
$45
Florida Keys Sunset Cruise with Champagne Toast and Seafood

Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Sparky’s Landing in Marathon, this relaxing cruise includes a complimentary champagne toast and …More

Likely to Sell Out
Likely to Sell Out
5.0 (29)

Florida Keys Sunset Cruise with Champagne Toast and Seafood

Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Sparky’s Landing in Marathon, this relaxing cruise includes a complimentary champagne toast and...

2 hours • Free Cancellation
5.0 (29)
from
$72
Private Luxury Sandbar Excursion

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether …More

4.9 (617)

Private Luxury Sandbar Excursion

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether...

4 hours • Free Cancellation
4.9 (617)
from
$1,200
Private Sunset Cruise around Key West

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour around the island of Key West on our 20 foot pioneer center console. Your …More

Likely to Sell Out
Likely to Sell Out
4.9 (65)

Private Sunset Cruise around Key West

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour around the island of Key West on our 20 foot pioneer center console. Your...

2 hours • Free Cancellation
4.9 (65)
from
$400
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! You'll travel halfway up the keys to …More

4.9 (37)

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

Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! You'll travel halfway up the keys to...

7 hours • Hotel pickup offered • Free Cancellation
4.9 (37)
from
$100
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

4.9 (35)

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...

4 hours • Free Cancellation
4.9 (35)
from
$966
The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the …More

Likely to Sell Out
Likely to Sell Out
5.0 (9)

The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the...

2 hours • Free Cancellation
5.0 (9)
from
$599
Private Boat Tour of Flagler's Famous Bridges from Big Pine Key

This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise …More

5.0 (18)

Private Boat Tour of Flagler's Famous Bridges from Big Pine Key

This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise...

1 hour • Free Cancellation
5.0 (18)
from
$325
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 …More

4.6 (9)

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...

5 hours • Free Cancellation
4.6 (9)
from
$161
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

4.7 (19)

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....

8 hours • Free Cancellation
4.7 (19)
from
$107

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Visitors from the Natti
New York City
All-Inclusive Sandbar Safari with Dolphin Playground Encounter
Timothy_P, Sep 2026
Visitors from the Natti
This was a very fun experience. Kayla, Kelsey and Madison were fantastic hosts. They were all very knowledgeable about the environment as well as the watercraft. We had a very fun and relaxing experience and saw many many dolphin. Absolutely recommend.
Read more
Such a cool experience!
New York City
Key West Reef Morning Snorkeling with Breakfast and Mimosas
Ellie_C, Sep 2026
Such a cool experience!
We started the morning with a light breakfast then took a trip out to sea to get to the coral reef! We swam for an hour and saw so many fish and corals. No sharks 😅 then we headed back with bottomless mimosas and beer!
Read more
Sand bar cruise
New York City
All-Inclusive Sandbar Safari with Dolphin Playground Encounter
Amna_R, Sep 2026
Sand bar cruise
This excursion was the best! So much fun seeing the dolphins and hanging out on the sand bar The crew Claire and Bracken were great definitely gonna do this excursion again
Read more
Highly Recommend!
New York City
Florida Keys Sunset Cruise with Champagne Toast and Seafood
U7870FPtaras, Sep 2026
Highly Recommend!
We had a wonderful time on our sunset cruise! The boat was amazing, and the staff made the experience even better! You truly can’t go wrong booking time out on the water with this company. Everything was great from start to finish! On our next visit, we definitely want to try the sandbar trip. Highly recommend!
Read more
Highly recommend
New York City
Reef Snorkel Adventure at Sombrero Key Light Reef
J6269VJkellyg, Sep 2026
Highly recommend
⭐⭐⭐⭐⭐We had a wonderful experience with Marathon Mermaid! The crew was warm, friendly, and made us feel welcome from the start. They even provided snacks and drinks, which was such a nice touch. The water was beautiful, and we loved getting out there to snorkel.I forgot to take my Dramamine, so I got seasick—even sitting on the boat was rough for me! 🤢😂 That was entirely on me, though. We still enjoyed the trip, and I highly recommend Marathon Mermaid to anyone looking for a snorkeling adventure!
Read more
Sunset cruise
New York City
Florida Keys Sunset Cruise with Champagne Toast and Seafood
R7165ZPkaitlynm, Sep 2026
Sunset cruise
This was a beautiful cruise and our guide Sara was wonderful. Would recommend booking this tour if you are visiting!
Read more
Had fun
New York City
Key West Afternoon Reef Snorkeling with Open Bar
James_M, Sep 2026
Had fun
Easy booking, Great friendly staff and Captain. Beautiful snorkeling spot, I would Highly recommend. Well worth the cost.
Read more
Had a lot of fun on the...
New York City
Key West Afternoon Reef Snorkeling with Open Bar
Liam_S, Sep 2026
Had a lot of fun on the...
Had a lot of fun on the reef. Saw plenty of fish and the staff was very friendly and helpful. Great day.
Read more
Perfect trip
New York City
Key West’s Happy Hour Sandbar & Sunset Cruise – Unlimited Drinks
Brandy_C, Sep 2026
Perfect trip
First time me and my husband went on a sunset cruise to a sandbar. The crew was fantastic. We were able to see dolphins along the way. We also saw the top of a hammerhead shark coming up out of the water near the sandbar where we anchored. It was amazing swimming at the sandbar. There were floating lilypads, snorkel gear, and noodles you could use. The drinks, food and service were great. The boat ride out, sunset, and boat ride back was great with beautiful scenery. Highly recommend!
Read more
Had a great time...
New York City
Key West Reef Morning Snorkeling with Breakfast and Mimosas
Kathryn_Y, Sep 2026
Had a great time...
Had a great time snorkeling! It was our first time, but instructions were clear, staff was very helpful. Really enjoyed it!
Read more
Easiest way around
New York City
Key West Shore Excursion: Hop-On Hop-Off Trolley Tour
Indiana2021, Sep 2026
Easiest way around
Easiest way to travel around the island. Good for the entire day. See a place you want to get off at, jump off, then get back on later. Just keep your receipt or sticker. Just needs to keep going much later into the night. Good guided tour.
Read more
Perfect Conditions and Tons of Fish
New York City
Reef Snorkel Adventure at Sombrero Key Light Reef
Voyager21323526548, Sep 2026
Perfect Conditions and Tons of Fish
Super fun and friendly crew. We went out on a perfect morning, so the boat ride was smooth for those prone to getting seasick. Fish were everywhere! Crystal clear, warm water and nothing but tropical fish. Very cool!
Read more
Awesome!
New York City
Half Day Private Boat Charter Key West: Dolphin, Snorkel, Sandbar
Paige_F, Sep 2026
Awesome!
Tim is a great captain! We had a morning cruise and he hit all our requests all while navigating some stormy weather! He made it a perfect excursion!
Read more
Scott made this night amazing!
New York City
The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise
E373DFannaw, Sep 2026
Scott made this night amazing!
Scott was amazing!!! Fun and he knew so much about the area! Such a great sunset cruise. When we’re back in the area we will definitely request Scott again!
Read more
Awesome
New York City
Florida Keys Nature & History Tour from Key West
Barbara_D, Sep 2026
Awesome
George was awesome, his knowledge is huge, I highly recommend tour. He was friendly and flexible. I would do this again.
Read more
So fun!
New York City
Key West Safari Eco Sandbar Tour Adventure with Snorkeling
Suzanne_A, Sep 2026
So fun!
This is a really fun experience. You drive your own boat and then stop for a swim/snorkel. It was really fun! Our guide Cole assured our safety and was informative about the area. He pointed out wildlife and was just a very nice young man.
Read more
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