Top Key West On the Water

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

Key West Afternoon Reef Snorkeling with Open Bar

4.2

(677)

from $35

(461)

from $60

Sail to a gorgeous snorkeling spot off the coast of Key West to explore a coral reef home to rainbow-colored fish, anemones, eels, and more. On the hour-long sailing trip to the reef, sip included wine, beer, or soft drinks while watching for dolphins and sea turtles. The captain chooses the snorkeling spot according to each day’s conditions, ensuring the best experience for your group.

Key West Sailing & Snorkeling: A Reef Adventure

Key West Sailing & Snorkeling: A Reef Adventure

(234)

from $79

Key West Half-Day Fishing Charter

5 hoursFree Cancellation

(452)

from $95

Key West Reef Snorkel & Sail Adventure

(558)

from $79

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

(3,772)

from $79

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

4.3

(1,858)

from $93

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

6 hours 30 minutesFree Cancellation

4.9

(824)

from $159

Guided Night Kayak Adventure Tour in Luminous Lagoon

1 hour 30 minutesFree Cancellation

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.

(177)

from $90

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

5 hoursFree Cancellation

4.8

(597)

from $150

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

6 hoursFree Cancellation

4.5

(366)

from $180

Sandbar, Snorkel, and Sunset Sail in Key West

This trip combines three of the most sought-after experiences in Key West into one relaxed afternoon: extended time at a shallow-water sandbar, snorkeling in clear backcountry waters, and a sunset on the water. Sailing aboard a historic schooner with a small group, guests enjoy a more personal experience in calm, less crowded areas of the Keys, all while soaking up one of the best afternoons Key West has to offer.

Sandbar, Snorkel, and Sunset Sail in Key West

5 hoursFree Cancellation

4.5

(10)

from $135

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

Set sail from Key West aboard a spacious catamaran for a morning snorkeling cruise combining relaxation and adventure. Glide across the waters where the Gulf of Mexico meets the Atlantic Ocean before stopping at a secluded snorkeling location. Enjoy a gourmet breakfast and unlimited mimosas on board, offering a convenient way to experience Florida’s coastal scenery before the rest of your day begins.

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

Jam to crowd favorite beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Dance the evening away or relax on the sundeck or in shaded areas as you sip on a margarita, beer, or other beverages. Unlimited drinks and light appetizers are included so you don’t need to pay extra. A great standalone evening activity or the start of a night out.

(136)

from $35

Key West Sunset Sail with Live Music, Drinks and Appetizers

Key West Sunset Sail with Live Music, Drinks and Appetizers

Key West's Island Adventure Sandbar Tour with Kayaking

(1,013)

from $73

3 hours 30 minutesFree Cancellation

(612)

from $110

Key West Dolphin and Snorkel Experience

Key West's Favorite Afternoon Dolphin Sail

(358)

from $70

2 hours 30 minutesFree Cancellation

(202)

from $59

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

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

5.0

(3,297)

from $99

1 hour 30 minutesFree Cancellation

4.8

(1,422)

from $156

Per group

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

4 hoursFree Cancellation

4.9

(137)

from $565

Per group

Private Boat Charter Key West, Dolphin Tour, Snorkeling & 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 only accessible by boat, with a flexible itinerary customized just for you. • Watch wild dolphins in their natural habitat • Private eco-friendly tour, just for your group • Cruise Key West’s beautiful backcountry waters • Flexible departure times to fit your schedule • Learn about marine life from a local guide

Private Boat Charter Key West, Dolphin Tour, Snorkeling & Sandbar

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 boat, complete with unique views of the island. Spend a relaxing day at the sandbar, where you can swim in the crystal-clear waters, or opt for kayaking and paddleboarding to enhance your aquatic adventure. Light snacks, drinks, and friendly crew members ensure a fun-filled day for all ages. - 4-hour tour ideal for families and all ages - Scenic boat ride to the sandbar with opportunities for swimming and water sports - Light snacks and drinks provided; guests can bring their own food (no glass or hard alcohol) - Relaxed atmosphere with ample time to enjoy the beautiful waters and surroundings

5.0

(30)

from $810

Per group

Marathon FL Sandbar Cruise & Sightseeing Adventure

Marathon FL Sandbar Cruise & Sightseeing Adventure

4 hoursFree Cancellation

4.9

(100)

from $114

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

Snorkel North America’s only living coral reef, then catch an unforgettable Key West sunset, all in one trip. Jump into clear waters with provided gear and spot colorful marine life under the surface. Back on board and after you’re dried off, enjoy rum punch or other beverages on deck as reggae music sets the vibe. A perfect mix of adventure and relaxation, ideal for couples or friends.

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.

(382)

from $57

Key West Parasailing - Next to Cruise Port with Amazing Views

Key West Parasailing - Next to Cruise Port with Amazing Views

50 minutesFree Cancellation

4.8

(428)

from $64

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Top Attractions in Key West

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Attractions

What are people saying about Key West

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Robert_P, Jun 2026

Great and beautiful sunset experience

This was an incredible experience! I would say the trip started with me melting in the hot June sun while walking to the docks. Once there and out to sea, everything changed. The staff were incredible. Old fashioned customer service. Made sure everyone onboard was comfortable, and enjoying the experience. The crew takes care of you. We did see dolphins, and that was excellent. The sunset at the end was stunning. I loved my experience and would highly recommend this.

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

Stacey_H, Jun 2026

Absolute blast!!!

Captain Tony and Morgan were amazing!!!! They were very hospitable from the get go. The food was fantastic, we learned so much about Key West, and had an absolute blast!! I’ve been on many excursions, but this experience was very intimate and super friendly!!! An absolute must do!!!!

Key West Mangrove Kayak Eco Tour

Heather_B, Jun 2026

Our mangrove tour was...

Our mangrove tour was amazing! Rachel (tall) was super friendly and was so knowledgeable about the ecosystem and wildlife! I would recommend being in a double kayak vs a single as by the end it is nice to have 2 people paddling. We will definitely come back if we are ever back in Key West!

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

Randy_S, Jun 2026

Old Old Man having fun! Want to feel young, hang with young people. A definite bucket list.

I'm a 73 years old, it was my first experience at jet skiing. The instruction was great. The 26-mile ride went quick. The experience was great, once you get the thing to come out the water and experience the control. Pure fun! This senior approved. Get out rocker have some fun! The people will work for for you, gratuity is accepted.

Guided Night Kayak Adventure Tour in Luminous Lagoon

Shareena_M, Jun 2026

Great experience .

Our experience was GREAT! Our tour guide, Gianni, was informative, personable, and made the entire tour enjoyable from start to finish. We booked the 8 PM tour, so there was still a little daylight when we started, but the sun quickly set and the clear-bottom kayaks took the experience to a whole different level. This tour happened during my husband’s and my 20th anniversary trip, and to our surprise, we ended up with a private tour because the other guests didn’t show. It worked out perfectly! We got to see a variety of wildlife, navigate through the mangroves, and really take in the beauty of the area. The mangroves were especially fun to paddle through, and overall it was an amazing experience. My husband and I are experienced kayakers, so we were able to jump right in and get going, but I think beginners would enjoy it as well. KNOW BEFORE YOU GO: * Apply bug spray! It’s the South, and the mosquitoes are definitely out there. * Wear water shoes and clothes you don’t mind getting a little wet. * Bring a waterproof phone case or dry bag. * Our tour guide had a headlamp, but I honestly wish I had brought my own, so if you have one, toss it in your bag. The full 90-minute tour never felt rushed, and we had plenty of time to enjoy the scenery and wildlife. If you’re looking for a unique and memorable experience, I highly recommend.

The Original Key West Island Jet Ski Tour from Barefoot Billy's

Nancy_D, May 2026

Well organized and a...

Well organized and a blast. “G” was a great guide and did an amazing job explaining things. Everyone was super friendly and the skis are in great shape. The length of the excursion and the speeds we were able to do were perfect. Loved that we could ride together at no additional expense.

Key West Half-Day Fishing Charter

Brenna_C, May 2026

An amazing trip, even for non- fishing girlies

My family and I had the most amazing time on this charter! We aren’t really people who fish, but wanted to celebrate my dad’s retirement with something he enjoys. The crew was so funny and friendly, the air conditioned galley was perfect to escape to, and they had a nice selection in the bar! We stopped at a few locations, and while we caught o my a few fish, we would totally do this trip again, and recommend it to anyone!

Key West Sailing & Snorkeling: A Reef Adventure

Robert_S, May 2026

We were the only ones on...

We were the only ones on this trip,which turned out to be an awesome time. When we were informed of this we expected to be told it was canceled. Glad it wasn't, as being the only two on board we were instantaneously treated like VIP's! The snorkeling was the best I've ever done, and I've done dozens of trips all over the Caribbean, and Hawaii. The reef itself was magnificent with rallies, caves, and hiding holes. Saw more fish than any other location. 100's of fish a few juvenile baracudas, and even a small Caribbean reef shark. In summation this trip was well woth the time, and money, the crew 2nd to none!

Key West Afternoon Reef Snorkeling with Open Bar

Starlene_M, Nov 2025

This was a nice, clean...

This was a nice, clean and organized snorkeling trip for our family of four. We on had one stop, but we saw a lot of fish and other sea life. The trip was not very expensive and the bar was free after snorkeling. The drinks were great and not light on the alcohol. The crew was professional and friendly.

Dry Tortugas National Park Day Trip by Catamaran from Key West

Bryan_P, Sept 2025

We had a wonderful time...

We had a wonderful time visiting the Dry Tortugas aboard the Yankee Freedom. The crew of the ship was awesome (special shoutout to Hollywood). They made the trip out to the park easy and comfortable. The Dry Tortugas is one of the most remote and secluded of the National Parks, making our experience there all the more special. Snorkeling through its waters was amazing. It’s a truly beautiful and remarkable place. Bring an extra change of clothes, towels, and plenty of sunblock.

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

Deborah_S, Jun 2025

Worth every penny

The trip was awesome ! We got to do all the water activities and the day was gorgeous. Lunch was delish and plentiful. The crew of the Party Cat-Captain Logan, Noah,Stephanie,Dave the bartender and a few others whose names I forgot made the trip so much fun . They were all helpful, charismatic and actually cared if we were having fun. Joey and Sean on the conch flyer for the parasailing made me feel so comfortable I actually did it! The photos Sean took helped capture an amazing family memory. I def recommend this adventure for anyone heading to the keys with their family.