Sailing, Catamaran & Gulet Tours in Florida Keys
16 boats available
The best out of 16 deals in Florida Keys - enter dates to check availability
Top Sailing, Catamaran & Gulet Tours in Florida Keys
Sailing Primal - Veteran Owned
Summerland Key5 Hour Reef and Sunset Cruise (PM)+8Instant ConfirmationPrice for up to 6 peopleUS $1,500- 2 Hour – Sunset Cruise+4Instant ConfirmationPrice for up to 6 peopleUS $800
- 2 Hour Private Charter (Morning)+8Instant ConfirmationPrice for up to 6 peopleUS $450
- 8 Hour – Luxury Charter in Key West+4Instant ConfirmationPrice for up to 12 peopleUS $7,576
Somewhere - Ultimate Catamaran Expedition
Stock Island8 Hour - Snorkel & Adventure Tour+3Price for up to 12 peopleUS $4,680- 2 Hour – Private Charter+4Instant ConfirmationPrice for up to 35 peopleUS $1,495
- 4 Hour – Family Sandbar Adventure+1Instant ConfirmationPer personUS $175
- 4 Hour – Family Sandbar Adventure+2Instant ConfirmationPer personUS $175
- 2 Hour – Sunset Tour+6Instant ConfirmationPrice for up to 6 peopleUS $500
- 4 Hour – Key West Sailing Escape+7Price for up to 4 peopleUS $2,000
Sailing, Catamaran & Gulet Tours in Florida Keys
Florida Keys
5.0
/5
What boaters said about Sailing, Catamaran & Gulet Tours
- 5.0/5(4 Hour – Sandbar Trip (AM))
amazing day!
we got to see the most beautiful water and sandbars. the boat is meticulous and so comfortable. it was so amazing to don this with our friends!
- 5.0/5(3 Hr – Morning Sandbar & Snorkel)
Great group excursion
We had such a great time with Captain Dave! He was prepared with sunchill chairs, an icechest cooler, a floating lily pad, and trash can to make our sandbar trip perfect! The boat was very spacious with extremely comfortable seating for our group of 4. The company was amazing at communication with the variable keys weather. DEFINITELY BOOK THIS CHARTER!!
- 5.0/5(Special 2 hour trip for James Et Smith)
Accommodating, punctual and great communication.
Capt Kevin was willing to build a trip for the two us to include a boat tour of the area and an attempt to catch the sunset. Showed us some places only visible by water and gave some backstory. A quick stop at an island to cool off too. Was conversational but not intrusive. Boat was comfortable, nicely maintained for a salt environment and perfect for our needs. Highly recommend.
- 4.0/5(4 Hour PM start 12,1,2,3,4 PM etc.)
September boating trip
Captain Brian was amazing ! Very accommodating trying to beat the rain storms for us to enjoy the sandbar !
- 5.0/5(4 Hr – Sandbar Tour)
Great day on the water
Had a great day on the water with Capt. Brian. Quick tour of some back country, shallow wading and paddle boarding in crystal clear waters near Content Key, and then back out front for some snorkeling off of Cook Island.

































