Stay where your fishing starts. In Islamorada that usually means picking between the oceanside and the bayside, then picking a lodging type that fits how you fish: a room at a working marina, a resort that books charters, or a rental house with its own dock. This guide is about choosing within Islamorada. If you are still deciding which part of the Keys to base in, start with our Florida Keys where-to-stay guide.
Islamorada is spread along the Overseas Highway, and addresses are mile markers. The chamber’s visitor center sits at Mile Marker 87 bayside. Distances are short, but traffic on U.S. 1 and a 5 a.m. departure make a few miles matter. For an overview of the fishing, see our Islamorada guide.
Base by trip type
Backcountry and Florida Bay trips
If most of your days will be on a skiff in Florida Bay, you are booking a guide more than a place. Backcountry guides fish the bay toward the Everglades for snook, permit, redfish and tarpon, and they leave from marinas and ramps all over town. Ask your guide where they launch first, then book lodging nearby. A bayside base can save time, and a quiet inn or rental suits the early-to-bed rhythm of a flats trip.
If you plan to run your own boat into the bay, know what you are getting into. Everglades National Park requires boaters to have a park pass, and the bay is a maze of shallow basins separated by mud and seagrass banks, with narrow channels between them. Read the park’s boating page before you go, and consider a guide for at least the first day.
Flats trips
Guides fish both oceanside and bayside flats for bonefish, tarpon and permit. If you book an evening tarpon trip, a base close to your guide’s dock makes the late return easier. Fly anglers should tell the guide when booking, and leave room in the rental car or room for rod tubes. See traveling with fishing gear.
Offshore trips
Offshore boats run into the Atlantic for sailfish in winter and mahi-mahi in summer. An oceanside base near the marina where your boat docks is the practical choice. Bud N’ Mary’s also runs a full-day party boat, the lower-cost way to get on the water.
Family trips
For families, pick lodging with a pool or beach and keep fishing trips short. A half-day charter or a party boat trip fits a child’s attention span better than a full flats day. Resorts with kids’ programs let one parent fish while the kids are busy. See fishing with kids and family fishing vacations.
Lodging types
The chamber groups Islamorada lodging into luxury, moderate and economy stays, vacation rentals, and camping and RV resorts. The visitor bureau describes the range as beachfront inns and old-style motels up to waterfront resorts. For fishing, three styles stand out.
Rooms at a working marina
Some marinas rent rooms right beside the charter fleet. Bud N’ Mary’s, founded in 1944 at Mile Marker 79.8 oceanside, rents hotel rooms, an oceanfront house, a penthouse suite and several houseboats, with views over its fleet of 44 fishing boats. More than 40 captains and guides work from the marina, along with the Miss Islamorada, which it describes as one of the only full-day party boats in Islamorada. Dockage is usually available for guests’ own boats for an extra charge, but there is no ramp or trailer storage, children under 15 are not allowed on the houseboats, and pets are not allowed.
Resorts that book fishing
Full-service resorts suit trips where fishing is one part of the plan. Cheeca Lodge & Spa offers fishing charters, from deep-water big game to backcountry snook. It hosts the Presidential Sailfish Tournament each January, part of the Gold Cup series, and the All American Backcountry Tournament each fall. Camp Cheeca, a seasonal program for ages 5 to 12, is a draw for families; confirm it runs during your dates.
Rentals and smaller inns
Vacation rentals with a kitchen work well for groups and for anyone planning to cook the catch. A rental with its own dock suits anglers bringing a boat, as long as the slip fits it. Smaller inns and motels are the budget choice and pair well with a party boat day. For resort-style stays elsewhere, see our fishing resorts guide.
What to ask before you book
- Where does my guide launch? Ask before booking a room. Islamorada has more charter listings than any other town in the Keys visitor directory, and guides leave from many different marinas.
- Can the guide pick you up at the dock? If your lodging has a dock, ask both the guide and the property whether a pickup there works for the guide’s boat. Do not assume it does.
- Slips and dockage. If you bring a boat, confirm slip length, draft, power and the nightly charge. Ask whether there is a ramp and trailer parking, since not every marina has them.
- Fish cleaning. Ask whether there is a cleaning station on site or whether your charter cleans the catch at the dock.
- Freezer and kitchen. Useful if you plan to keep mahi or snapper.
- Rules for kids and pets. Some lodging, especially houseboats, has age limits.
- Tournament dates. Check the Keys tournament calendar before you lock in dates. Cheeca’s Presidential Sailfish Tournament falls in January and its backcountry tournament in the fall, and tournaments keep guides busy.
When to book
The week between Christmas and New Year’s traditionally starts the busiest part of the Keys tourist season, so book winter sailfish trips well ahead. Late spring and early summer are prime flats and mahi months, so book guides early then too. Our Florida Keys fishing seasons guide shows which months suit which fish, and choosing a fishing charter covers what to ask a captain.
Frequently asked questions
Should I stay oceanside or bayside in Islamorada?
Base yourself on the side you will fish most. Oceanside puts you near the Atlantic flats, reef and offshore runs, while bayside faces Florida Bay and the backcountry. Islamorada is small, though, and many guides will meet you at a marina nearby, so ask your guide where they leave from before you choose.
Can I stay right where my charter leaves?
Yes, at some marinas. Bud N' Mary's, at Mile Marker 79.8 oceanside, rents hotel rooms, houses and houseboats on the same property as its charter fleet. That makes early starts easy, but check the house rules, since children under 15 are not allowed on its houseboats.
Can I bring my own boat to Islamorada?
You can, but plan ahead. Not every marina has a ramp or trailer storage; Bud N' Mary's, for example, offers dockage for guests' boats but has neither. If you plan to run into Florida Bay, read Everglades National Park's boating page first, since the park requires a pass and the bay's shallow banks and narrow channels take local knowledge.
When should I book Islamorada lodging for a fishing trip?
Early for winter and late spring. The busiest stretch of the Keys tourist season traditionally starts the week between Christmas and New Year's, and tournament weeks keep guides busy, so check the event calendar before you set dates.
Sources and fact-checking (10)
Facts checked against these sources on October 23, 2026. Seasons, rules and businesses change; confirm with the official source before you travel. How we research.
- Islamorada Chamber of Commerce (islamoradachamber.com)
- Islamorada, Visit Florida Keys (visitfloridakeys.com)
- Fishing in the Florida Keys & Key West (visitfloridakeys.com)
- Bud N' Mary's Fishing Marina (budnmarys.com)
- Lodging, Bud N' Mary's (budnmarys.com)
- Fishing Charters & Tournaments, Cheeca Lodge & Spa (cheeca.com)
- Camp Cheeca, Cheeca Lodge & Spa (cheeca.com)
- Fishing Opportunity Calendar (Florida Keys & Key West) (visitfloridakeys.com)
- Boating, Everglades National Park (nps.gov)
- Keys Tourism Forecast: Another Banner Year, WLRN (wlrn.org)


