Gone South Travel · Key West, Florida
Find your sea legs.
Lose track of time.
Classic schooners. Quiet backcountry waters. A sunset worth slowing down for. Discover a different side of Key West with Danger Charters.
Explore the collection
Your island day, beautifully spentThe Danger Charters Collection
A little adventure.
A lot of Key West.
Choose a morning on the water, an evening under sail, or a private escape with your favorite people. We’ll help you arrange the details.
9 experiences to explore
01The golden-hour signature
Wind & Wine Sunset Sail
Let Key West’s evening colors set the scene aboard a classic schooner. Sip a selection of wines and premium beers, enjoy charcuterie and appetizers, and settle into an evening made for good company.
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02An adventurous start
Morning Sail, Snorkel & Kayak
Head into the Key West backcountry for a morning of sailing, snorkeling and mangrove kayaking. Explore above and below the surface, with time back on land for the rest of your island day.
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03Stay for the sunset
Afternoon Sail, Snorkel & Kayak
Spend the afternoon exploring the refuge by schooner, snorkel and kayak. The return sail adds a final highlight: a view of Key West’s sunset from the water.
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04Make a day of it
Premium Sail, Snorkel & Kayak
Give the backcountry a little more of your day. Sail, snorkel and kayak through this distinctive marine landscape, with a buffet lunch, snacks and drinks included in the longer excursion.
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05Seasonal · May–October
Sandbar, Snorkel & Sunset Sail
An unhurried afternoon of shallow-water snorkeling, sandbar time and schooner sailing. Float, explore or relax aboard before a sunset return to Key West. Offered seasonally May 1–October 31; confirm your date.
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06Bring your favorite people
Your Own Private Schooner
Reserve a schooner for a celebration, family gathering or a day designed around your group. Ask about a private Wind & Wine sunset sail, Sail, Snorkel & Kayak outing, or a customized charter.
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07A day that is yours
Private Powerboat Day Trip
Explore with your own captain and a group of up to six. Plan a mix of sandbar stops, snorkeling or dolphin cruising, with the route shaped by your interests and conditions. Wildlife sightings are not guaranteed.
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08Your people. Your playlist.
Private Powerboat Sunset Cruise
An intimate evening on the water with a captain, space for up to six and Bluetooth speakers for your soundtrack. Bring your preferred drinks; bottled water, soda and an iced cooler are provided.
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09Something worth celebrating
Special Event Cruises
Give a holiday or island event a different perspective from the water. Ask which special departures are planned during your visit; themes, ages, schedules and inclusions vary by event.
Plan this experienceInquiries open an email to Nick and do not reserve tickets. Availability, departure location, inclusions and requirements are confirmed before booking. Routes and wildlife sightings depend on conditions. Guests must be 21+ to consume alcohol.
The evening edit / Wind & Wine
Some evenings
deserve the
open water.
A glass in hand. Canvas overhead. Key West changing color around you. Make space in your itinerary for an evening aboard a classic schooner.
Arrange my sunset sailBeyond the shoreline
The Keys, a little closer.
From mangrove channels to time out on deck, let the water set the pace.
For our Coast Club members
A little help with the details.
Let Nick know you’re a Coast Club member when you inquire, so he can confirm the applicable member arrangements before you book.
Before you set sail
Good to know.
Easy to plan.
Which experience should I choose?
Choose Wind & Wine for a relaxed sunset, Sail, Snorkel & Kayak for an active outing, or a private charter for time with your own group. Nick can help match the trip to your guests and dates.
Are these trips suitable for children?
The public Wind & Wine sail is listed for ages 13+. Daytime Sail, Snorkel & Kayak trips and private powerboat trips welcome all ages. Share children’s ages before booking; individual activities and special events may have additional requirements.
Do I need snorkeling or kayaking experience?
Danger Charters provides equipment and instruction for its Sail, Snorkel & Kayak trips. You may also relax aboard instead of joining the water activities. Tell Nick about swimming ability, mobility needs or other concerns so suitability can be confirmed.
Where do we meet, and what should we bring?
Many Key West departures use the Danger Chandlery Store at Opal Key Resort & Marina, 255 Front Street. Some charters use other pickup points. Follow your confirmation and plan to check in 30 minutes early. For water activities, bring swimwear, a towel, sun protection and photo ID; a light layer is useful for cooler evenings.
How do I book through Gone South?
Choose an experience to open a prewritten email to Nick. Add your dates, guest count and any requests, then send it from your email app. Nick will help confirm availability and booking instructions. Sending an inquiry does not secure a reservation.
What happens if plans or weather change?
Cancellation and rescheduling terms depend on party size, charter type and any protection purchased. Review the applicable terms before booking. The operator determines whether conditions allow a trip to proceed.
Gone South Travel × Danger Charters
Your next great island day.
Tell us when you’re heading to Key West and who’s coming along. We’ll help you find your kind of adventure.
Plan my time on the waternick.demayo@fora.travel