A scuba diver climbs from a boat into turquoise water, gear on, ready for a dive as the sunny sky stretches above.

Dad's Kind of Getaway

Published on April 27, 2026

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An oceanfront escape made for early casts, open water, and time well spent together.

Celebrate the dads in your life with an oceanfront escape built around good mornings, open water, and time well spent together.

At The Islands of Islamorada, every stay can be shaped around what he enjoys most. Start the day out on a fishing charter, head back in for an afternoon tee time, then wind down by the water as the sun sets. From boating and paddleboarding to poolside downtime and evenings in your villa, it is all right here. Looking to make it extra special? Add a private fishing excursion, an in-villa dinner prepared by a personal chef, or golf cart rentals for easy cruising around the property.

Complimentary amenities he is sure to enjoy

A beach scene with light blue kayaks lined up on the sand, palm trees, a calm sea, and a tall pole or mast by a shaded seating area, under a clear sky.

WATERSPORTS

Discover the water your way with kayaking, paddleboarding, and Hobie Cat sailing. From calm coastal cruising to open water, everything you need is right here.

A golfer tees off on a rocky cliff, swinging over the sea, with a clear blue sky above, on a small grassy mat by the water.

OCEANSIDE GOLF TEE

Take your swing to the shoreline with our oceanfront golf tee. Hit eco-friendly balls that dissolve into fish food.

Two people, a man and a child, fishing off a rocky coastline at the edge of the water, with a chair nearby and a calm sea under a cloudy sky.

SHORELINE FISHING

Cast a line just steps from your door. From first timers to seasoned anglers, the shoreline is set for an easy day of fishing.

Looking to take his getaway to the next level? Explore bespoke add-ons below

Two men in a bright kitchen: one chef in a striped apron seasons meat on a cutting board while a guest drinks red wine and chats, all to relax.

PRIVATE CHEF EXPERIENCE

Skip the reservations. Enjoy a private, in-villa dinner prepared by your own chef. Call to arrange after booking.

A blue golf cart with four seats and a sun canopy parked on a driveway, ready for a round of golf.

GOLF CARTS

Get around with ease in a four-seater golf cart. Cruise around the property with a simple, laid-back ride. Rentals available through Islamorada Luxury Carts.

Two men stand on a boat fishing, casting lines into calm blue-green water beneath a clear sky.

FISHING CHARTERS

Head out on a guided fishing charter in Islamorada, targeting tarpon, snapper, redfish, and more. Half- and full-day trips available for all skill levels. Call to arrange after booking.