USA · KEY WEST TOURS
The island is small enough to walk and the good hours are on the water. These 15 cover the sunset sails with open bar, the reef snorkel trips and the dolphin boats, with departure times and what happens if the wind gets up.
Sail the Key West coast at sunset on a big catamaran with an open bar, live local music, and filling hors d’oeuvres in about 2 hours.
“Time on the boat was so enjoyable! Not overcrowded. Enjoyed drinks and delicious snacks! The crew was great!!”
Shark feeding and Key West wildlife viewing on an eco-friendly catamaran, with drinks, snacks, and polarized sunglasses included.
“Great experience. Also learned some shark facts. As we were heading back to shore, we also saw a bunch of dolphins swimming. The captain circled around so we could watch them for a bit”
Guided bike tour of Old Town Key West with a small group, bottled water, key lime pie, and photo stops at Mallory Square and Southernmost Point.
“Very good, local, independent feel with great communication pre and post activity. Guide James was informative, sincere, knowledgable witty, and very entertaining! Very happy with the equipment as well.”
Paddle Key West mangrove creeks with a small guided group, wildlife spotting, and Florida Keys geology, in about 2 hours. Dog friendly.
“Great experience. Heather was a wonderful guide and very knowledgeable. Staff was very helpful getting in and out of the kayaks.”
Southernmost Food & Cultural Walking Tour in Key West. 3 hours of Cuban, seafood and key lime pie with 5 tastings and rum cocktails.
“Lovely experience with bits of local flavor and history. Group hosts were very considerate of participants’ needs and food and drink were tasty!”
Key West sunset dinner cruise with tropical buffet, unlimited drinks, live music, and best water views for photos.
“Was very relaxing. If you wanted to be alone by yourself, you could. if you wanted to party with others you could. Good mix.”
Half-day Key West sail, kayak, and snorkel in protected sanctuary waters, with wetsuits, snacks, and a sunset option. Small-group feel.
“Great half day on the water! The crew was great, the excursions were fun and we would do it again. Conner and Luke were great guides.”
Small-group Key West sunset sail with up to eight wines, quality beer, and hors d'oeuvres. Check in on Front St.
“It was wonderful. At first your like where are we going to sit but they have it all figured out. It was perfect.”
Guided 28-mile jet ski loop around Key West with tandem riding included, sights like Southernmost Point and submarine pens, plus shuttle.
“Had a great time, very friendly team. Just wish it was a little longer and we could of traveled around the different islands a little more.”
Ride the Trolley of the Doomed through Key West at night, hear dark local lore, and visit the Shipwreck Museum for $39.85.
“Fun and informative. Had no idea Key West was had so many creepy stories. Learned a lot of interesting facts to share back at home”
Key West dolphin watch and snorkel on a catamaran, spot wild bottlenose dolphins, snorkel Gulf backcountry, and enjoy onboard drinks.
“The snorkeling part of this trip was a waste of time. In about 45 mins of snorkeling we saw about 10 small grey fish and a miniscule amount of coral.”
Adults-only Key West sunset champagne cruise on Catamaran Echo with bottomless sparkling drinks and a gourmet cheese buffet.
“This was a wonderful experience. Plenty to eat and drink. The crew was knowledgeable, friendly and attentive. We saw a beautiful sunset while sailing calmly along. Great evening. Thank you.”
A 2-hour Key West catamaran sunset sail with live local music, unlimited drinks, and appetizers, returning for dinner with ocean views.
“The boat can seem crowded and not enough seating for everyone but even when full there’s plenty of room to move around. Deck hands were great and made sure everyone had a good time.”
Small-group Key West sunset sail with drinks included, a rail-side view, and a front-row look at the Sunset Celebration.
“This was a wonderfully relaxing sunset sail. There were only 13 people on board. The drinks were free flowing and the sky was beautiful.”
A 2-hour Key West sunset sail on the America 2.0 replica schooner with beer, wine, champagne, and plated hors d’oeuvres.
“Highly recommends to those who appreciate a quiet sail vs a powerboat. Crew was kind and accommodating , drinks were robust and plentiful! We thought appetizers were also fresh and delicious!”
Every kind of day out, and the best of each.
