Editorial spotlight · Opal Key Resort & Marina, Key West

2026 Conch Shell Awards nominee2026 Conch Shell Awards nominee
Best Sailing Experience

Danger Charters

Wooden schooners, 20 guests at most, and a day that sails into the Key West National Wildlife Refuge to snorkel and kayak the backcountry. Sailing Key West since 1993.

Day trips from
$105
Sunset sail
$115
Tripadvisor
4.9
Sailing since
1993

Editorial spotlight. Danger Charters is a nominee in the 2026 Conch Shell Awards. They did not pay for this page and had no say in it. We earn a commission when you book through the links here; your price is the same.

The company

Named after a boat, not a risk

The first schooner was called Danger, and renaming a boat is bad luck, so the company kept the name when it grew. It has been locally owned since 1993 and sails 364 days a year from the Opal Key marina at the foot of Front Street, with a second base at the Perry on Stock Island.

The fleet is four wooden schooners, each USCG-certified, plus a six-person center-console powerboat. Day trips cap at 20 guests even though the boats carry more, which is the reason the sail-snorkel-kayak day feels semi-private.

“The opposite of dangerous.”
Danger Charters, on why the name stuck

Names as listed on the Danger Charters team page.

Kayaks alongside a schooner in shallow backcountry water

The signature day

Sail, snorkel and kayak in the wildlife refuge

The schooner sails west into the Key West National Wildlife Refuge, anchors on the flats, and the kayaks come off the deck for a guided paddle through the mangroves. Then a snorkel stop, then the sail home. Wine, beer, soft drinks and snacks are on board; the premium 6.5-hour version adds a buffet lunch.

All ages, masks and fins provided, wetsuits in winter. Twenty guests maximum on a boat certified for more.

Morning, 4.5 hours$105 adult, $85 child
Afternoon with sunset, 4.5 hours$115 adult, $95 child
Premium with lunch, 6.5 hours$144 adult

Children 4–12; toddlers free. Prices checked against FareHarbor on September 30, 2026.

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The boats

Four wooden schooners and a powerboat

All four schooners are USCG-certified wooden boats; three are Reuel Parker designs built for shallow Keys water. Public day trips cap at 20 guests regardless of the boat.

Danger

Type
48 ft skipjack schooner
Built
1999, custom
Certified for
26 guests
Note
Replica of a 19th-century Chesapeake oyster boat

Sarah

Type
52 ft Exuma schooner
Built
1986
Certified for
28 guests
Note
Reuel Parker's first commissioned design

Danger's Prize

Type
52 ft Exuma schooner
Built
2002
Certified for
30 guests
Note
Built by Reuel Parker

Danger's Pearl

Type
57 ft Trade Rover schooner
Built
1988
Certified for
26 guests
Note
Red sails; the largest in the fleet

Powerboat

Type
24 ft center console
Guests
Up to 6
Use
Private sandbar and sunset trips
Shade
T-top

Book it

Trips

Public trips are priced per person; private charters are for the whole boat. Checked against FareHarbor on September 30, 2026. Holiday and event sails (fireworks, boat parade, Blue Angels) are seasonal and not listed here.

Morning Sail, Snorkel & Kayak

4.5 hours · All ages · Max 20

Morning Sail, Snorkel & Kayak

The classic refuge day: sail, guided mangrove kayak, snorkel stop. Drinks and snacks included.

Adult$105
Child 4–12$85
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Afternoon Sail, Snorkel, Kayak & Sunset

4.5 hours · All ages · Max 20

Afternoon Sail, Snorkel, Kayak & Sunset

The same day, timed to come home under the sunset.

Adult$115
Child 4–12$95
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Premium Day with Lunch

6.5 hours · All ages · Max 20

Premium Day with Lunch

The long version, with a buffet lunch aboard. Sells out first.

Adult$144
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Wind & Wine Sunset Sail

2 hours · Ages 13+

Wind & Wine Sunset Sail

Eight wines, five beers and charcuterie on a schooner at sunset. Coastal Living called it one of the top two sunset sails in North America.

Per person$115
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Sandbar, Snorkel & Sunset

5 hours · All ages

Sandbar, Snorkel & Sunset

A sandbar afternoon, a snorkel stop and the sunset sail home. October dates only as of this check.

Adult$115
Child 4–12$95
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Seas the Day: Your Charter, Your Way

Private powerboat · Up to 6

Seas the Day: Your Charter, Your Way

The six-person powerboat and captain for a sandbar day you plan. Snorkel gear, ice, water and sodas included; bring your own food and drinks.

Whole boat$649
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Private Powerboat Sunset Cruise

Private powerboat · Up to 6

Private Powerboat Sunset Cruise

Sunset for your group only, on the small boat.

Whole boat$399
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Private Harbor Day Sail

Private schooner · Up to 26

Private Harbor Day Sail

A schooner for your group in the harbor and out to the flats. Drinks, snacks and gratuity included.

Whole boat$1,600
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Private Sail, Snorkel & Kayak

Private schooner · 4.5 hours · Up to 22

Private Sail, Snorkel & Kayak

The signature day with nobody else aboard. Drinks, snacks and gratuity included.

Whole boat$2,250
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Private Sunset Sail

Private schooner · Up to 30

Private Sunset Sail

The Wind & Wine sail as a private event, all ages, drinks and hors d'oeuvres and gratuity included.

Whole boat$3,269
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The Stock Island Wind & Wine sail from the Perry shows no dates on the calendar as of September 30, 2026; call Danger Charters at (305) 304-7999 for that departure.

Before you go

Know before you go

Where to board

Key West trips check in at the Danger Chandlery store at Opal Key Resort & Marina, 255 Front Street, 30 minutes before departure. Stock Island trips leave from the Perry Hotel & Marina, 7001 Shrimp Road, J Dock, Slip 5, with free parking in the second lot past the hotel.

Parking downtown

Meters on the block or the underground garage, which is often full. Walking, biking or a taxi is the easier answer at the Front Street end.

Included

Snorkel gear, kayaks, life jackets, wine, beer, soft drinks and snacks on day trips; lunch on the premium day. Wetsuits in winter.

Cancellation

24 hours for groups of four or fewer, 72 hours for five or more, 15 days for private charters, per their FAQ.

Reviews

What guests say

Reviewers name the crew, notice that 20 guests on a schooner feels semi-private compared with the catamarans, and rate the wine and charcuterie well above the usual sunset-sail fare. Day-trippers talk about the mangrove kayaking and the wildlife.

Questions

Good to know

Where does Danger Charters leave from?

Most trips leave from Opal Key Resort & Marina at 255 Front Street in Key West. Some sails run from the Perry Hotel & Marina on Stock Island; your confirmation says which.

How many people are on the boat?

Public day trips are capped at 20 guests even though the schooners are certified for 26 to 30. Private charters take up to 22 to 30 depending on the boat.

Is the sunset sail kids-friendly?

The public Wind & Wine sail is 13 and up. The day trips and the private sunset sail are all ages.

What does it cost?

Day trips from $105 per adult, the sunset sail $115, private powerboat trips from $399, private schooner charters from $1,600. Checked September 30, 2026.

Do I need to bring snorkel gear?

No. Masks, fins, snorkels and kayaks are provided, and wetsuits in winter.

Sail with Danger Charters

Wooden schooners from the foot of Front Street, 364 days a year.

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Day trips from $105See trips