Florida Keys
Waypoint
A private waterfront sanctuary where the Gulf Stream meets the horizon.
Overview
Waypoint, Islamorada, Florida Keys
Waypoint is Legacy's flagship waterfront residence — a fully restored canal-front retreat in the heart of Islamorada, the sport-fishing capital of the world. Every detail, from the reclaimed dock timber to the linen-draped interiors, was chosen to feel effortless.
Guests wake to open water, walk down a private path to the boat slip, and spend evenings around the heated pool as the sky turns amber over the backcountry. It is a home built for anglers, families, and anyone who has ever wanted to slow down.
Amenities
- Canal-front dockage, up to 60 feet
- Fish cleaning station
- Deepwater canal access to Ocean & Bay
- Gated property
- Heated & cooled pool
- Full chef's kitchen
- Outdoor kitchen & dining pavilion
- High-speed Wi-Fi throughout
- Kayaks & paddleboards included
- Private parking for 4 vehicles
Gallery
A Closer Look
What to Expect
The Experience
Everything Waypoint makes possible, right outside the door.
Fishing
World-class flats, reef, and offshore fishing minutes from the dock.
Boating
Deepwater access for center consoles, sport-fishers, and sunset cruises.
Beaches
Secluded sandbars and Gulf-side beaches a short boat ride away.
Restaurants
Islamorada's celebrated waterfront dining, from raw bars to fine seafood.
Water Activities
Snorkeling, diving, and paddling across some of the clearest water in the Keys.
Local Attractions
Marine sanctuaries, historic Overseas Highway landmarks, and island culture.
The Area
The Islamorada Area Guide
Nearby
- Islamorada Founders Park6 min drive
- Robbie's Marina10 min drive
- Anne's Beach12 min drive
- Florida Keys National Marine SanctuaryBy boat
Reserve Waypoint
A private waterfront sanctuary where the Gulf Stream meets the horizon.
Waypoint
Islamorada, Florida Keys