Recent Searches
Clear

Top Key West Seasonal & Special Occasions

Saved to wishlist!
Dates
Select Dates
Cruises & Sailing
Cruises & Sailing
Sailing
Sailing
On the Water
On the Water
Weddings & Celebrations
Weddings & Celebrations
Water Tours
Water Tours
Walking Tours
Walking Tours
Catamaran Cruises
Catamaran Cruises
Wedding Packages
Wedding Packages
Honeymoon
Honeymoon
Wedding Ceremonies
Wedding Ceremonies
Photo Shoots
Photo Shoots
Likely To Sell Out
Photography Tours
Photography Tours
Half-day Tours
Half-day Tours
Snorkeling
Snorkeling
Cultural Tours
Cultural Tours
Fishing Charters & Tours
Fishing Charters & Tours
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Key West. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials

15 results | All Key West Tours

Sort by: Featured

Gulfstream Fishing - Key West

Gulfstream Fishing - Key West

star-4.5
185
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$76.97
From
$76.97
Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat that can fit up to 60 passengers. Whether you’re a beginner or an experienced fisherman, your captain and crew helps you with your skills. Try to catch snapper, grouper, mackerel, or shark. A license and all bait are included, and restrooms are on board for convenience.
More

* A traveler said: "The crew was helpful and friendly. Nice large boat… The captain moved around to put us on the fish. You can bring a cooler also. Super fun day…"


One Day Bike Rental in Key West

One Day Bike Rental in Key West

star-4
25
  • 1 day
  • Free Cancellation
From
$12.99
From
$12.99
Finding affordable transport in a busy city like Key West can be difficult if you’re trying to cover a lot of ground. This Key West 1-day bike rental offers you an affordable way to get around the city to see top attractions. Plus your rental comes with a helmet, a lock, and a map for staying safe and finding your way.
More

* A traveler said: "Great location, good bikes! The counter operator was friendly, even in the rain! Bikes are a great way to see Key West!"


Shark and Wildlife Viewing Adventure in Key West
Likely to Sell OutLikely to Sell Out

Shark and Wildlife Viewing Adventure in Key West

star-5
732
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$84.27
From
$84.27
Get up close with 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 of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.
More

* A traveler said: "This was such an awesome experience! Knowledgeable, friendly and enjoyable tour guides. Made sure everyone was able to get a good view. Clean boat with plenty of seating, shade, and open sides. Saw sharks, sea turtles and jellyfish! Definitely worth the price. Would go again!"


Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
661
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
More

* A traveler said: "Mangroves. Fascinating. Loved going through them. Heather (guide) awesome! Kayaking was fun. A little challenging. You will need to engage with rowing and maneuvering. You will get wet. Wear sunscreen, hat, and protect belongings in dry bag."


Corsair 2 Sportfishing Key West
Likely to Sell OutLikely to Sell Out

Corsair 2 Sportfishing Key West

star-5
61
  • 1 day 4 hours
  • Free Cancellation
From
$850.00
per group
From
$850.00
per group
If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing. With over 3 decades of local fishing experience under his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters. His boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 18 miles offshore on full day trips. This trip will also provide higher chances of catching Marlin!
More

* A traveler said: "Beautiful day for fishing! Great staff and we each caught a fish! We enjoyed our first fishing excursion!"


Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour

Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour

star-4.5
10
  • 1 to 4 hours
  • Free Cancellation
From
$19.50
From
$19.50
Naval history buffs and aspiring pirates alike are guaranteed to have a whale of a time at the Mel Fisher Maritime Museum. Your admission also includes an audio guide, which offers in depth commentary on the museum’s many artifacts. Highlights include the Spanish Treasure Galleons galleries, Slave Ship and Key West African Cemetery exhibits, and relics from the Henrietta Marie. You can even tour the museum's laboratory and see conservation firsthand.
More

Key West Full-Day Power Adventure: Sailing & Watersports Package

Key West Full-Day Power Adventure: Sailing & Watersports Package

star-4.5
586
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$209.95
From
$209.95
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
More

* A traveler said: "We had a great time! Best part of our trip. Highly recommend! Staff was super nice. Alcohol served was very limited, only drawback. A margarita would have been nice. They only had Landshark beer and red and white wine. Wine is just kind of unfitting for a day playing in the sun."


Dry Tortugas National Park Day Trip by Catamaran from Key West
Likely to Sell OutLikely to Sell Out

Dry Tortugas National Park Day Trip by Catamaran from Key West

star-4.5
274
  • 10 hours
  • Taking safety measures
From
$190.00
From
$190.00
Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure to historic Dry Tortugas National Park. History buffs and outdoor enthusiasts alike will love this unique voyage, where getting there is half the fun on board the Yankee Freedom III, a luxurious, state-of-the-art catamaran. Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Breakfast and lunch included.
More

* A traveler said: "Hollywood (guide) really enhances this tour! Love the Fort. Water is wonderful. Lunch was Jersey Mike sub. Good cocktails. Bartender makes a good drink."


Tiki Cocktail Class in Key West

Tiki Cocktail Class in Key West

star-4.5
33
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$60.00
From
$60.00
Discover the art of Tiki cocktails during a 2-hour class in Key West. Begin with a rum tasting, then learn how to prepare four different drinks, including a Mai Tai. Each cocktail is yours to enjoy, of course. You even learn how to safely light drinks on fire. Class includes: 1 rum tasting and 4 cocktails!
More

* A traveler said: "Great experience and Brad was a Fantastic! Funny, knowledgeable and helped us make awesome drinks. Best thing we did this week in Key West!"


Key West Historic Seaport Food Tasting and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
244
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 10 people to ensure personal service from your guide.
More

* A traveler said: "our tour guide Rose was very friendly and knowledgeable about the area. The food was really good! Best part of my trip!"


Key West Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour

star-4.5
795
  • 1 hour 30 minutes
  • Free Cancellation
From
$32.26
From
$32.26
Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.
More

* A traveler said: "We had a great time learning and hearing the stories of Key West! Ted was great and very knowledgeable!"


Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1106
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
More

* A traveler said: "Good was great, the singer and the bartenders were awesome. The Captain was an experienced Captain all around an amazing tour"


Key West Marriage Proposal Package

Key West Marriage Proposal Package

star-5
13
  • 1 hour
  • Free Cancellation
From
$599.00
per group
From
$599.00
per group
The romantic adventure service, “Romantic Events LLC” is designed to organize the most important events in your life, leaving you the opportunity to improvise and play the main role in them, and then leave them in your memory forever
More

Key West Photo Shoot at Your Resort or the Beach

Key West Photo Shoot at Your Resort or the Beach

star-5
3
  • 1 hour
  • Free Cancellation
From
$350.00
per group
From
$350.00
per group
Whether you are visiting Key West for a special occasion - Proposal - Anniversary - Romantic Getaway - Family Reunion - Wedding - we can meet you at your Resort or one of Key West beaches to have a personal photo shoot
More

Key West Wedding and Honeymoon Sailing Charter Package
Likely to Sell OutLikely to Sell Out
From
$3,194.67
per group
This is a do it all special charter. During the two nights and 3 days you will tell us what you want to do. Snorkel the reefs, sail out into the deep blue water, play on a beach, even go fishing. Learn more about sailing and navigation. Or Do nothing. The majority of the time we will sail inside the reef so the waves are small but the ocean breezes are freshening. Our boats are heavy over 12 tons so they don't bob like a fishing boat. Your state room is very private with your own bathroom. Deck space is vast with a lazy cushion on the bow. Operating since 1995 at this location we know the beautiful spots to share with you. The captain and mate will see to it that we are doing just what you want
More

Filters
* How are review snippets generated?

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Seasonal & Special Occasions in Key West?
Q:
What Seasonal & Special Occasions in Key West are taking additional safety precautions?
Q:
What Seasonal & Special Occasions in Key West are good for avoiding crowds?