Day Sails

Afternoon Snorkel Trip #2 in the world
$49.95
- 3 hours
- Sail & snorkel Trip
- Perfect for beginners
- Snorkel gear provided
- Includes beer & wine
- Shade & sundeck
- Smooth ride

Bugeye Back Country Eco Tour
$119.95
- 5 Hours
- Schooner
- Sail, kayak, and snorkel
- Lunch, snacks, and drinks
- Only 16 passengers

Argo Navis Brunch Sail

Dry Tortugas by Boat
Call To Book
- Yankee Freedom
- Large Capacity Power Catamaran
- Air Conditioned with Full Galley

Afternoon Dolphin Watch
$59.95
- Large sail catamaran
- 2.5 hours
- Includes beer, wine, sangria, soft drinks & water

Snorkel and Sunset Combo

Florida Keys Day Sail
- 1.5-hour sailing excursion on Schooner America 2.0
- Enjoy the warm breezes and beautiful waters of the Florida Keys
- Take a turn at the helm of one of the fastest schooners in the U.S.
- Full bar available for purchase – Soda, juice, and water complimentary

Locals Lounge Trip
$119
- Large sail catamaran
- Includes Breakfast & Lunch
- Kayak, Snorkel, Paddleboard
- Much more!

Argo Navis Sunset Sail
Afternoon Snorkel Trip
Days Operated:
Daily from 12.30 PM to 3.30 PM
Duration:
3 hours

Tour Price:
Adults – *$49.95 (regular price $59.95)
*Black out dates apply
Child – $34.95 (Ages 4-11)
Young child – Free (Ages 3 & under)
Departs from the historic seaport
Dry Tortugas by Boat
Cruise in spacious comfort to Fort Jefferson in the Dry Tortugas National Park aboard the Yankee Freedom III, a high-speed ocean-going catamaran specifically designed for carrying passengers safely across the 70 miles of open water from Key West to the Park. The Yankee Freedom III is 110’ long and 30.6’ wide, a broad and stable vessel certified to carry 250 passengers; however, to maximize the comfort of each guest, we limit each tour at 175 passengers. Our veteran captain and friendly crew will take you on a day trip to one of the most unique and spectacular national parks in the United States: The Dry Tortugas National Park and Fort Jefferson. Almost 70 miles west of Key West, nestled among coral reefs, and white sandy beaches, lie seven remote islands called the Dry Tortugas. Unforgettable adventures await you on this most memorable Key West tour.
Days Operated:
Daily from 8AM to 5:15PM
Duration:
9 Hours

Tour Price:
Call to book (2 months in advance recommended)
Florida Keys Day Sail
Enjoy an afternoon on the water aboard Schooner America 2.0, namesake of the first sailboat to win the 1851America’s Cup Race.
This stunning 105-foot sailboat features teak decks, mahogany trimmings and ample seating. Her 3,600 square feet of sail will propel you smoothly through the crystal green waters of Key West.
Some of the features on this sailing adventure include:
- A waterfront view of Downtown Key West, including Mallory Square, Sunset Pier, and Fort Zachary Taylor, and even the famed Sand Key Lighthouse in the distance
- Perhaps, a glimpse of the Key West “Green Flash” at sunset!
- Lots of Key West wildlife, like dolphins, sea turtles, and waterfowl!
- Live narration by captain or crew
Bring your family and/or friends and join our courteous and professional crew for this adventurous day sail that completes the Key West experience in comfort and style!

Tour Price:
- single rider $56
Days Operated:
Daily from 2PM to 4PM
Duration:
2 Hours
Bugeye Back Country Eco Tour
Tour Details.
This backcountry adventure eco tour combines three great Key West adventures into one day: a Key West schooner sail, a guided kayak tour of mangrove islands and a snorkel tour of sponge gardens. Discover the diverse ecosystem of Key West’s backcountry in one awesome all-day tour.
This intimate nature tour is limited to only 16 passengers, providing you with ample seating and room to spread out for your relaxing day on the tropical water. Departing from Key West’s Historic Seaport, the Appledore Star’s sails are unfurled for an authentic sail experience on the way to Key West’s backcountry. If you always wanted to sail a tall mast wooden ship, this is your chance to help raise the sails and take a turn at the wheel. We encourage passenger participation!
The trip includes a fresh continental breakfast to start your tour, offering such goodies as fresh pastries, quiche, tropical fruit and fruit juices.
Your day is spent exploring Key West’s uninhabited mangrove islands in the Key West National Wildlife Refuge. The shallow-drafted schooner is the perfect design for your eco adventure, being a replica of historic boats that dragged for oysters in Maryland’s Chesapeake Bay. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphins are frequently seen and will let you know if he spots any.
Upon reaching the mangrove islands, the schooner anchors up and our exploration begins. Your day is divided between guided kayaking tours and guided snorkeling tours. For kayaking, your crew will help you into your stable sea kayak, providing paddling instructions. Don’t worry if you aren’t used to paddling – the warm, shallow water is calm, sheltered by the uninhabited mangroves, making kayaking a breeze. This is where you will experience the best kayaking in Key West.
On your kayaking tour, the crew talks about the mangroves and their important role as nurseries to the sea. Learn how mangrove trees survive in salt water and about the varied marine life that inhabit Key West’s unique mangrove ecosystem. Did you know that several hundred species of birds call these mangroves home? On a typical day, you may see ospreys, frigates, blue herons, bald eagles and even roseate spoonbills. In the water, look for sea turtles, dolphins, manta rays and tropical fish.
You also have the opportunity to get in the water on a guided snorkel tour. Your experienced crew provides professional instructions on snorkeling along with information on the sponge gardens. Never snorkeled? No worries – the crew answers all your questions. Soon you are enjoying your snorkel tour of the shallow, calm waters of the sponge gardens. Take in the tropical fish, sponges, and marine wildlife that call the gardens home. Prefer to float on the surface or new to the water? Grab a noodle, lean back and watch the clouds drift by.
Conditions vary throughout the different areas of the mangrove islands. Priding themselves on providing their guests with the best experience possible, your experienced captain will chart a course for the optimal kayaking and snorkeling locations given that day’s tides and weather conditions.
After your tours, come back aboard and wash off with our fresh water rinse. Find a comfortable spot to relax on deck. Choose from plenty of complimentary cold drinks – frosty cold beer, wine, Sebago’s homemade sangria, chilled sodas and filtered water. This is the best of laid-back island living.
Lunch is also served on the boat, an all-you-can-eat fresh buffet feast. Start with peel & eat shrimp and delicious fried chicken. Move on to a selection of deli meats and cheeses accompanied by assorted breads and condiments. Don’t forget to try Sebago’s own side salads!
Once the day winds down, its time to raise anchor and leave the mangrove islands behind. Refresh yourself with another tasty beverage, including our tropical homemade sangria. Enjoy an afternoon snack of freshly made chocolate chip cookies, chips and dip, and seasonal fruits. Relax and enjoy your brisk sail back to the Historic Seaport as a memorable day in Key West draws to a close.

Days Operated:
Daily from 10.30AM
Duration:
5 Hours
Location:
The Historic Seaport
Tour Price:
Adults – $119.95
(Ages 12+)
Child – $89.95
(Ages 4-11)
Young Child – No Charge
(Ages 3 & under)
Afternoon Dolphin Watch
Our afternoon dolphin watch is limited to an intimate number of passengers. Enjoy sailing aboard a 60′ catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atlantic bottlenose dolphins are the most common dolphins found around Key West. Enjoy an up close view of dolphin pods as they swim and jump around the boat.
Did you know…Bottlenose dolphins can grow to be up to 13 feet long and they can weigh anywhere from 300 lbs to 1400 lbs! They can live at least 40 years with some females outlive males at 60 years or more and can swim up to 22mph
Choose your favorite drink, including wines, sangria, beer, soft drinks and water which are included in the cost of your tour.
With plenty of space aboard this large sail catamaran, you can sit in the shade or enjoy the sundeck and ocean breeze. Dolphin watch is one of our favorite Key West experiences without getting in the water.
Daily Tours
2 PM
Duration:
2.5 Hours
Departs from the Historic Seaport

Tour Price:
Adults – $59.95
Child 0-11 – $29.95
Locals Lounge Trip
Experience the waters of Key West like a local!
The Locals Lounge, is designed to allow guests to experience the waters around Key West as so many locals do, visiting little known, breathtakingly beautiful spots with small groups of friends while enjoying great food and drinks in a relaxed and casual environment. No structured activities. Do as much or as little as you want. After all, you’re on vacation!
Step aboard a spacious and luxurious sailing catamaran, for a day of sun, sandbars and sangria!
The day begins as we depart Key West Bight and set sail into the shallow backcountry waters that Key West is famous for. Enjoy a full continental breakfast prepared fresh daily by our own catering kitchen, including muffins, fresh fruit and egg frittatas. Grab a mimosa as we sail to our destination, a beautiful and deserted shallow water anchorage where we will begin our lounge! Once anchored, the bar is open and the music on as the crew deploys floats, floating Bote boards and a water mat for guests to relax and lounge the day away. For those looking for activity, kayaks, snorkel gear, boat games and more are also available. Swim, lounge on a float or enjoy boat games in these warm shallow waters. Do as much or as little as you’d like! It’s up to you!
When fully settled, lunch is served! A delicious buffet lunch of shrimp cocktail, BBQ pork sliders, veggie wraps an assortment of sides, salads and more will be served, along with mimosa bar, ice cold beer, wine, sangria, soft drinks and water.
Relax. You’re on vacation!
Daily Tours
10 AM
Duration:
6 Hours

Tour Price:
Adults – $119.95
Child 0-11 – $89.95
Snorkel and Sunset Combo
Snorkel and Sunset
#7 on Map
• Snorkeling & Sunset Sail Combo
• Large Sail Catamaran
• Snorkel Gear & Instruction
• Sunset Sail with Music
• Complimentary Rum Punch, Beer, Wine, Soda & Water
Snorkel into Key West’s most popular attraction: the reef and crystal blue waters surrounding our island paradise. Your sailing adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as you sail to North America’s only living coral reef, where the wonders of Mother Nature await you. During your trip, unlimited sodas and water will be served. Complimentary beer, wine and rum punch are served after snorkeling. Then, sail off into Key West’s famous sunset, through the surrounding islands and into the historic seaport.
Days Operated:
Daily from 5.30 PM
Duration:
3 Hours
Location:
Old town Key West

Tour Price:
Adults $59.95
Children (4-10) $42.95
Children (3 & under) Free
Argo Navis Brunch Sail
Enjoy a relaxing Sunday morning 2 hour brunch sail on the Argo Navis, a 75 foot luxury catamaran sailing yacht in Key West. We’ve sourced the very best brunch fare from some of the favorite Key West hot spots to bring you an amazing al fresco foodie experience. Bottomless mimosas & bloody marys, premium wines & Florida craft beers, juices and Red Buoy Coffee.
We’ve chosen to let the sounds of nature, sails, and conversation be what we listen to on this wind driven vessel.
75′ of luxury and exceptional service make our brunch sails amazing
*All public sails on the Argo Navis are smoke free
*We are always dog friendly
Duration:
2 Hours

Tour Price:
Adults $135
Children (4-10) $99
Under 21 (12-20) $135
Argo Navis Sunset Sail
Our All Inclusive Sunset Sail offers 2 hours of sailing the Key West waters where the Atlantic Ocean meets the Gulf of Mexico. Combine this with delicious food & drink, tropical breezes and the soothing sound of wind and waves as the sun sinks into the horizon. Your trip includes Florida craft beers, premium wines, Argo’s specialty cocktails, and several non-alcoholic choices. 6 rounds of passed appetizers are served to you where you’re seated so you can relax and enjoy the view. Key West sunsets deliver and we have the best front row seats.
We’ve chosen to let the sounds of nature, sails, and conversation be what we listen to on this wind driven vessel. While the Argo Navis is rated for 91 people, we keep our numbers moderate to avoid overcrowding the boat, thereby giving you more space to enjoy this phenomenal experience.
75′ of luxury and exceptional service make our sunset sails amazing
*All public sails on the Argo Navis are smoke free
*We are always dog friendly
What’s included
• Drinks •
We pour premium boutique wines from around the world, including but not limited to regions of France, South Africa, California, Spain, and Washington. We offer a mix of Florida craft beers and Miller Lite and house (or boat, rather) created cocktails. Many of our Specialty Argo Cocktails are available as Mocktails.
Alcohol-free choices include sodas, sparkling La Croix, N/A beer, alcohol-free bubbly & “aperol” spritz.
• Food •
The crew prepares all food served on the vessel. For sunset, we offer 6 rounds of handmade hors d’oeuvres. Our food offerings typically satisfy the desire for a few bites while enjoying your beverages and the sail but for most guests it is not a replacement for dinner so please plan accordingly.
Duration:
2 Hours
Meeting Point
0 Duval Street-Ocean Key Resort Marina

Tour Price:
$111