What is the meeting point?

The meeting point is 120 Margaret Street Key West, FL 33040 US—arrive a few minutes early for check-in.

Is the sail truly women-only?

Yes, the experience is limited to women ages 18+ to create a comfortable group environment.

Can I swim during the sail?

Yes; the itinerary includes time anchored in swim-friendly water for a refreshing ocean swim.

Is food or drink provided?

This is BYOB—operators typically do not provide food, so bring water and any beverages you prefer.

What wildlife might we see?

Expect sightings of dolphins, brown pelicans, rays, and occasionally reef fish near the shallows.

What is the cancellation policy?

Cancellation specifics are not listed here—check your booking confirmation or the operator’s fareharbor link for policy details.

Women’s Sunset + Swim Sail: Key West Evening Sail for Women | Sailing | Water Activities

On a warm evening in Key West, the Women’s Sunset + Swim Sail offers three hours of sea, sun and conversation along the island’s western horizon. Departing from 120 Margaret Street Key West, FL 33040 US, the all-women sail gathers locals and travelers on a comfortable sailboat to chase color over the Gulf and the Florida Reef Tract. The pace is unhurried: a gentle tack out of the harbor, a drop into clear water for a saltwater swim, and time to trade stories as the sky shifts from gold to deep coral. The setting is unmistakable. Key West sits at the edge of the Florida Keys archipelago where limestone and coral form shallow banks and the Florida Reef Tract—North America’s only living barrier reef—colors the shallows. On this trip you’ll likely spot bottlenose dolphins arcing nearby, brown pelicans angling for fish, and occasional rays cruising the flats. The sail is small and social, designed for easy conversation and connection rather than speed; the crew coaches swimmers, manages lines, and keeps the boat anchored in swim-friendly water. Practical pleasures stand alongside the view. Bring reef-safe sunscreen, a swimsuit, and a light layer for the cooling breeze after sunset; there’s time allotted for an invigorating swim and relaxed regrouping on deck. The trip is women-only, which fosters a comfortable atmosphere for solo travelers and friend groups alike, and it runs about three hours—enough time to decompress without committing a full evening. This sail matters to Key West’s outdoor culture because it connects people to the marine environment in an accessible way. It’s a social entry to the islands’ seafaring past—the city grew wealthy in the 19th century on wrecking and salvage—and to today’s living reef, a priority for local conservation. Operators emphasize respectful wildlife viewing and low-impact swimming to protect corals and sea life. Who should go: anyone 18+ looking for easy sailing, an ocean swim in warm water, and a welcoming women-only social experience. When you step back onto shore at Margaret Street, you’ll carry the smell of salt and a handful of new contacts — proof that Key West evenings are best measured by the horizon, not the clock. Onboard, knowledgeable crew offer instruction for first-time sailors and swimmers, and the group size makes it easy to ask questions about tides, local ecosystems, and safety protocols. The intimate format encourages lingering at anchor to watch the last light fade and to spot phosphorescent wake if the seas are calm. Refreshments depend on the operator’s BYOB policy—bring a water bottle and your preferred beverage—and footwear keeps the deck secure. This sail is an efficient, low-effort way to connect with ocean life and Key West social culture in a single evening.