All Key West Tours &amp; Excursions in 2026 - page 3

Key West Dolphin & Snorkeling Tour - Small Group

4.8

(115)

Free Cancellation
3 hours 30 minutes

from $135

Not only is Key West a playground paradise for adults, it is for dolphins, too. See how many of these playful creatures you can spot on this small-group sailing tour. You’ll board Our SQUID, we designed and built SQUID from scratch to ensure our guests, and the animals, have the best wildlife experience possible. This catamaran will take you and a crew trained by biologists into the waters around Key West. After watching dolphins swim, you’ll jump into the water and snorkel around the coral reefs to view other marine life.

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

(529)

Free Cancellation
4 hours

from $143

4.6

(724)

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

Free Cancellation
2 hours 30 minutes

from $89

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

4.4

(376)

Free Cancellation
3 hours

from $60

The only 2-hour jet ski tour in Key West, covering an action-packed 28-mile loop with stops at 5–6 scenic locations. Ride the newest 2024 Yamaha VX jet skis, built for speed and stability, while our expert guides share history, insider tips, and point out wildlife along the way. Unlike short group rides, Six Fins offers a longer, more immersive adventure with small-group and private options. ✅ The longest jet ski tour in Key West — a full 2 hours and 28 miles on the water ✅ Brand-new 2024 Yamaha VX jet skis — fast, stable, and comfortable ✅ Stops at 5–6 prime locations, from the Southernmost Point to sandbars and wildlife areas ✅ Private & semi-private tour options for a personalized adventure ✅ Expert local guides who share island history and insider tips Whether you want high-speed thrills, wildlife encounters, or the best way to see Key West from the water, this tour delivers it all.

Key West Jet Ski Tour: The Only 2-Hour Ride on the Island

(49)

Free Cancellation
2 hours

from $209

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

(24)

Free Cancellation
3 hours 30 minutes

from $792

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

(793)

Free Cancellation
6 hours 30 minutes

from $159

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

(1,414)

Free Cancellation
2 hours

from $135

Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat for an easy day out. Whether you’re a beginner or an experienced angler, your captain and crew assist with your fishing skills. Fish for reef species like snapper, grouper, and mackerel. A fishing license and all bait are included, and the boat features restrooms, shaded seating, and a small galley with snacks and drinks for your convenience.

Key West 6-Hour Party Boat Fishing Trip – Affordable Reef Fishing

4.4

(329)

Free Cancellation
6 hours

from $89

Night Kayak Key West offers a unique and immersive experience that sets it apart from typical daytime kayaking trips. The primary draw of kayaking at night in Key West is the opportunity to explore the waters under the cover of darkness, providing a whole new perspective on the island’s natural beauty. Paddling at night transforms the entire environment. The quiet of the night, the calm of the water, and the cool evening air create a serene and peaceful atmosphere that’s hard to replicate during the day. The sensation of being out on the water under a star-filled sky adds to the tranquil and meditative experience. While kayaking at night, you're more likely to see certain species that are more active after dark. Key West is home to many nocturnal animals, including fish, rays, and even the occasional sea turtle. The stillness of the night allows for quieter, more intimate interactions with nature, giving you a rare opportunity to witness the island’s wildlife in a different light.

Glow And Discover, Guided Night Kayak Eco Tour in Key West

(7)

Free Cancellation
1 hour 30 minutes

from $90

4.5

(359)

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

Free Cancellation
6 hours

from $180

4.6

(299)

Jimmy Buffett Tour

Free Cancellation
1 hour 30 minutes

from $79

Take advantage of Key West’s paradisiacal scenery, and get up close and personal with its coral reefs and aquatic attractions, on this multi-stop snorkeling trip. Pick between daytime and sunset tour times (available seasonally), and hop aboard a speedy catamaran. Then, following professional instruction on board, grab your gear and snorkel around two different reef locations where you can see marine life before relaxing with beer and wine.

Key West Double-Dip Snorkel Tour-Two Stops, Twice the Fun!

4.6

(185)

Free Cancellation
3 hours

from $80

Key West Sunset Sail Aboard Legendary Schooner Appledore

(307)

Free Cancellation
2 hours

from $89

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

Marathon FL Sandbar Cruise & Sightseeing Adventure

(79)

Free Cancellation
4 hours

from $114

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

4.7

(201)

Free Cancellation
3 hours

from $79

Welcome to Key West Boat & Jet Ski Adventures! Explore Key West's Backcountry Aboard Our Brand-New Manitou Cruise with Swim Deck Set out on a half-day adventure aboard our luxurious Manitou Cruise—a spacious, smooth-riding tri-toon with a deluxe swim deck, perfect for soaking up the Key West sun in comfort and style. Guided by one of our licensed, experienced captains, your private charter explores the untouched beauty of Key West’s backcountry—customized to your pace and preferences. Cruise to local sandbars, glide through scenic mangroves, or venture farther to spots like Mud Key, Snipes Point, and the Dolphin Playground, where wild dolphins often play in their natural habitat. Swim, snorkel, relax on remote beaches, or simply enjoy the ride with a drink in hand—it’s your trip, your way. Perfect for families, couples, or small groups seeking a flexible and private escape into the real Key West.

Key West Boat Experience — Swim, Sip & Soak Up the Sun!

4.4

(9)

Free Cancellation
4 hours

from $600

Boat Excursion in Florida Keys with Snorkeling Equipment

(22)

Free Cancellation
4 hours

from $700

Experience Marathon’s ultimate adventure with our exclusive Trifecta: reef snorkeling, sandbar relaxation, and a breathtaking sunset cruise—all in one! Our premium location means you get to the reef and sandbar faster than anyone else, so you’ll enjoy more time in the water and less time traveling. Discover vibrant marine life while snorkeling at Marathon’s top reefs, unwind at a pristine sandbar, and finish your day cruising into a stunning Florida Keys sunset. Our vessels are well maintained, fully insured, and operated by a professional crew led by a local Florida mom. Voted Best in Marathon for 2023 and 2024, we’re proud to offer unmatched experiences and friendly service. Book now and see why travelers love our 3-in-1 adventure!

Marathon Trifecta: Snorkel, Sandbar & Sunset Cruise

(1)

Free Cancellation
3 hours 30 minutes

from $169

Sunset Sail in Key West with Beverages Included

(936)

Free Cancellation
1 hour 30 minutes

from $79

Special Offer

Don't let the trolley take you for a ride. We're the only ghost tour in Key West where you'll walk the dark halls of historic Fort East Martello with authentic ghost-hunting equipment and meet Key West's infamous haunted doll, Robert. USA Today named us one of America's 10 Most Haunted Destinations, and Thrillist calls us "The Creepiest Place in Florida." See for yourself, but be warned: we actively engage spirits, so our hunts are not for everyone. We're family-owned by real Key West locals, and our Google satisfaction rating is 4.9. Our owners opened the first ghost tours on the island and wrote Ghosts of Key West, Haunted Key West, and the biography of Robert the Doll. Book VIP here for the two-hour ghost-hunting adventure, which includes an additional hour hunting ghosts on your own after the guided tour. (Book General Admission tickets on our site for the one-hour guided tour only). There are dozens of ghost tours in Key West. See why people are dying to get into ours.

VIP Robert the Doll After Dark

4.7

(160)

Free Cancellation
2 hours

Key West Reef Snorkel & Sail Adventure

Free Cancellation
3 hours

from $79

While most boat tours travel on small private vessels or luxury yachts, this sunset cruise takes travelers around Key West on Jolly II Rover, the only square-rigged, topsail schooner in the area. Board your ship at the historic Seaport at the corner of Elizabeth and Greene streets and sail out to see some of Key West’s best sights, including the Man O War Harbor, Christmas Tree Island, Fort Taylor, and others.

Sunset Sail Cruise in Key West

(275)

Free Cancellation
2 hours

from $95

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

(2,675)

Free Cancellation
2 hours

from $59

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Top Attractions in Key West

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Attractions

What are people saying about Key West

Key West Sandbar Safari on One of a Kind Tiki Boat

Erin_D, Apr 2026

10/10 Highly Recommend

This tiki cruise was amazing! Drinks included, delicious! A small snack at the end, great! Joe and Grace were amazing! The water was crystal blue, it was slightly over cast.. for a short bit, but I for sure got crispy 🤣 My husband and I are taking or honeymoon here and this experience was soooo cool and just relaxing. We had a GREAT time!

Key West Mangrove Kayak Eco Tour

raghad_m, Apr 2026

Nature Kayak and Learn

This expierence is for all including first timers if you are interested to learn enjoy value nature this tour is for you Tides are strong but the instructors are really good and they will guide you. Learned a lot about the history, saw few fishes and jellyfish

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

James_S, Mar 2026

Great experience!

My husband and I had such a great time on this excursion! It was pretty windy the day we went but it didn’t bother us one bit. The captain and crew were extremely attentive. The one mate even came into the water several times, refilling our drinks, which was such a perk! The food that they offered onboard was great as well and lastly, we got to see a pod of dolphins, which the crew shared plenty of fascinating info regarding the dolphins. Definitely booking again on our next visit to Key West!

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Ross_E, Mar 2026

Excellent Family Experience

This sunset cruise is beautiful, relaxing experience for families. Food was good and drinks flowed well. My children, 8 and 11 enjoyed the experience with live music and food. The captain was friendly and inviting. All the staff did an excellent job. This is absolutely an experience to add to your Key West Trip!!

Shark and Wildlife Viewing Adventure in Key West

Gina_W, Mar 2026

Great fun Feeding Lemon Sharks!

Our family of 4 (all adults) had an amazing time with Tanner and his crew on the shark feeding and wildlife adventure. They were excellent hosts. The ride out was smooth. We saw a pod of curious and playful dolphins on the way to the lemon shark feeding place, and a turtle on the way back. Tanner and his crew are very knowledgeable about the marine life and the ocean. We learned a lot and had a fun time. Highly recommend this trip.

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

Claire_B, Mar 2026

Chill cruise in the sunset. Family run business.

The cruise was well organized. There were three boats departing that day. Ours had to leave a little later due to a couple arriving late. Since the couple had called thy were able to stall the departure 5 min, that said, w got stuck by returning cruises and jet skis. Once we were on our way we didn’t really sail at sea but along the coast of Key west We were offered 8 wines and 3 sets of hors d’oeuvres and chocolates at the end. The sic was appropriate for the occasion and i can’t say that there was more than 18/20 people on the boat. We really enjoyed the cruise and the whether was amazing so that helped a lot! The captain and his 2 staff were friendly and liked to chat with the guests, they knew a lot about the area and other boats around.

Key West Hop-On Hop-Off Trolley Tour

Thomas_S, Feb 2026

Key West

Whenever I travel on vacation to a new destination, I always try to find out if there’s a hop on off off bus so that I can take a ride on that around the city or area to get familiar with the area as far as you know if I’m gonna drive later on or a walk and the tour is very helpful and pointing out a lot of facts about the city and a lot of interesting facts about history and I’ve always enjoyed using this service and it’s been absolutely great!!!

Key West Sunset Sail with Live Music, Drinks and Appetizers

Mendi_W, Feb 2026

Go enjoy yourself

This was yet another amazing adventure through Fury. We left on time, drinks and food were flowing fast, and staff were very attentive and entertaining. The music was phenomenal and the dancing was fun. The crew served up a sunset that could not have been better. Highly recommend this adventure.

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

Tony_S, Dec 2025

I don’t even know where...

I don’t even know where to begin… our tour guide Gavin was an absolute nut… in the best way possible. We honestly debated whether we should even go out on the skis… and we’re so glad we did. If you’re looking for a thrill and not just a sightseeing tour, this is it. Ask for Gavin. The guy was hilarious, fearless, and made the experience unforgettable.

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

Danielle_F, Nov 2025

A fantastic day on the water

This tour is an absolute must for anyone that wants to spend a day on the water. You kayak for about 45 minutes and still get a chance to enjoy a nice time on the sandbar. Our Capt was Logan and crew of Helen and Jodi were the absolute best!!! The boat was clean, food was great, drinks were plentiful.