Caribbean Watersports has always done it a little differently: we come to you. Every snorkeling excursion, sunset champagne cruise and eco tour is fully private, with bayside pickups between Mile Marker 92 and MM103 in Key Largo. If you're staying somewhere with a dock or a launch of your own, we'll meet you right there.
But if you don't have a dock — or anywhere else for us to get you — you've still got a home base. Our port of call is Bayside Grille at MM99 bayside, a relaxed waterfront grille and sunset bar right on Florida Bay. It's an easy, well-marked place to find, park, and step aboard.
Where to meet us
📍 The spot
DiGiorgio's Bayside Grille & Sunset Bar
99540 Overseas Highway
Key Largo, FL 33037
MM99, bayside (the Florida Bay side of US-1)
⏱️ When to arrive
Your crew is on-site about 15 minutes before your scheduled departure.
Come a few minutes early so you're ready to cast off on time.
🛟 Where to check in
Head to the first floor of the bayside Sunset Bar and let the staff know you're sailing with Caribbean Watersports.
🍹 Before & after
Grab drinks and appetizers at the grille and sunset bar before you board — or toast the day, use the restrooms and unwind here when you're back on the dock.
Why meet at Bayside Grille?
Our port of call isn't just a dock — it's one of the best-located spots in downtown Key Largo. You can make a whole afternoon of it. Here's why it's such a great place to meet your crew:
- Central downtown Key Largo location. Right in the heart of MM99 — easy to find, easy to get to, and close to everything.
- Big open-air beach dining area & bar. A relaxed waterfront patio right on Florida Bay where you can spread out before and after your trip.
- Live entertainment. Catch live music at the beach bar while you watch the boats and the bay.
- Daily happy hour. Toast your trip with a cold drink — happy hour and a full menu of bites are right on-site.
- Upstairs air-conditioned dining. Prefer to cool off? There's a comfortable, air-conditioned indoor dining experience upstairs.
- Shops & convenience stores within walking distance. Forgot sunscreen, beach towels or trip essentials? Restaurants, convenience stores and shopping are all an easy walk away.
- Restrooms & facilities. Public restroom facilities are available before and after your trip.
- Right on the water. Step straight from the dock to the deck — your crew meets you bayside, just a few feet away.
Our crew is on-site about 15 minutes before departure, so come a little early, settle in, and enjoy the spot. Bayside Grille is kind enough to host us — supporting the grille and sunset bar with a drink, an appetizer or a meal is a great way to round out your day on the water.
Getting here
Key Largo is the first and northernmost of the Florida Keys — locations along US-1 (the Overseas Highway) are marked by green Mile Marker (MM) signs. Bayside Grille sits at MM99 on the bay side, roughly:
- About 1.5 hours from Miami International Airport
- About 2 hours from Fort Lauderdale or Key West
Coming from the mainland, take the expressways and/or Florida's Turnpike south to Homestead, then follow US-1 straight down into Key Largo. You'll find us at Bayside Grille — one of Cafe Largo's three waterfront restaurants. Watch for the green Mile Marker 99 signs and turn toward the water (bayside).
Your exact meeting details are confirmed when you book — and if a private pickup elsewhere between MM92 and MM103 is easier for you, just say so.
Mailing address: P.O. Box 781, Key Largo, FL 33037 · A world-class watersports experience in a world-class setting.
Port of Call FAQ
Do I have to meet at Bayside Grille?
No. Every trip is still fully private and we come to you — private bayside pickups are available between MM92 and MM103 in Key Largo. Bayside Grille at MM99 is simply our home base if you don't have a dock or another spot that works.
When should I arrive?
A few minutes before your scheduled departure. Your crew is on-site about 15 minutes ahead of each pre-booked trip, so there's no need to arrive a long time early.
Where exactly do I check in?
On the first floor of the bayside Sunset Bar at Bayside Grille (99540 Overseas Highway, MM99 bayside). Let the staff know you're with Caribbean Watersports and they'll point you to the crew.
