Travel + Accommodations
Flight
AIR TRAVEL
Miami International Airport (MIA) ( 74 miles ~ 1.5 hours to Islamorada ) ✈️ Fort Lauderdale-Hollywood International Airport (FLL) ( 108 miles ~ 2 hours to Islamorada ) ✈️ Key West International Airport (EYW) ( 82 miles ~ 2 hours to Islamorada ) ✈️ Florida Keys Marathon International Airport (MTH) ( Private + smaller charter flights only )
Rental Car
Our Recommendation
We suggest flying into Miami and either renting a car, calling an Uber/Lyft, or using one of the local Keys' private shuttle services. 🚎 *** We are arranging a combination of private transportation + shared shuttle services for our guests with our favorite service, Shippy Limo. They are one of the Keys' top private airport services, and The Islander Resort's preferred partner for guest transportation spanning Miami to Key West. So stay tuned, we'll let you know when we have the group rate discount finalized *** 🌊 The Overseas Highway (U.S. Route 1) offers an unforgettable driving experience with panoramic views of turquoise waters, charming islands, and iconic bridges for those flying into Miami. And for those flying into Key West, there’s pretty much nothing that comes even remotely close to the drive north over 7 Mile Bridge. (Just keep in mind that 80 miles from Key West north on that one road could take close to 3 hours). 🌅 Either way and whichever airport you fly into, we recommend that you do the scenic drive during daytime hours or sunset/dusk so that you can take in the beauty as your pass through the Everglades and into the Keys. If your flight gets in late, you can do what Tony and I do which is grab a hotel room somewhere between Miami and Florida City to crash for the night, then get up, grab coffee and hit the road with the windows down.
Hotel
The Islander Resort
The Islander Resort is where Tony and I will be staying and where all of our wedding weekend festivities will take place. 🌴 The resort offers two distinct experiences for guests: Oceanside Bungalows (a collection of 114 oceanfront cottages, poolside cabanas, beachfront suites and bungalows) + Bayside Villas (25 townhome-style bayside villas with adjacent boat slips). 🛟 Guests at both locations have full access to all amenities across each location, from the beachfront restaurants + activities to the bayside private piers + boat slips, ensuring a seamless experience across both sides. 🚎 The Islander has its own private shuttle service that is free and on-demand to take guests back and forth. 💍💌💍 ROOM BLOCK 💍💌💍 We have a room block reserved for our guests beginning Wednesday November 11 and ending Tuesday November 16. 🔜 We have secured a steep discount of 40-50% off the listed price of your room between now and May 11, 2026. So if you think you will be able to come, please make sure to book NO LATER THAN MAY 11 to pay nearly half price for your stay! 📌 Discount Tiers: 📅Reservations made 6 months or more prior to arrival: 40–50% discount 📅 Reservations made 2–3 months prior to arrival: 30–40% discount 📅 Reservations made within 2 months of arrival: 10–20% discount ⬇️ Scroll down to learn more about all the different types of accommodations, and to book using our direct room block booking link. 🔗
Discount Code - OFWD
Hotel
Oceanside Suites
🏝️ OCEANSIDE SUITES 🏝️ Ideal Option for Beach Lovers Who Want Easy Access to the Resort’s Activities, Dining + Vibrant Social Scene ~ Located on The Islander’s main resort grounds, Oceanside features 114 upscale beach-designed bungalows + suites that each feature your own private furnished patio space (averaging 300 sq. ft) – giving you a seamless indoor-outdoor flow with easy access to all the resort’s luxurious amenities + fun activities. 🏄🏾 Whether you prefer a king- or queen-room, a sweeping view of the ocean or a shaded nook under the tropical palms, you are just steps from the beach, the main pool, the resort’s on-site restaurants + tiki bars. These accommodations are designed to blend modern amenities with coastal textures that honor the natural beauty of traditional tropical living. 🏖️ The resort also offers 12 Poolside Cabana Rooms that feature your own exclusive cabana facing the pool. Step out from your living room to an expansive furnished patio, which then leads to your own private cabana, complete with food + beverage service. These premium accommodations provide a personal sanctuary experience designed for sun-soaked days and restful evenings. 🔗 Click on the button below to bring you directly to our wedding room block webpage which already has our code OFWD entered in, so right away you will see your discounted room rate at the top (followed by the retail listing prices for the general public). Begin by entering some possible arrival and departure dates 📅 which will bring you to the list of available rooms for those dates. ( You can also go to the hotel’s main website first to see the full menu of accommodations complete with floor plans+ 360° video tours, BUT make sure to come back to this page and go through the unique link below when you are ready to book your stay ). ⬇️
Discount Code - OFWD
Hotel
Bayside Villas
🛥️ BAYSIDE VILLAS 🛥️ Nice Option for Families, Groups, Extended Stays + People Who Like the Boat Life 🛟 Located just a mile down the road, The Islander’s sister property consists of 25 townhouse-style villas that blend home-like comfort with private decks and boat slips, along with full access to all the amenities of the main oceanside resort. ⚓ These two-bedroom townhomes provide a family-friendly setting with gourmet kitchens, spacious living areas, upstairs bedrooms, a dedicated “Sunset Pool” + a private beach area. 🎣 Located on the bayside of Islamorada, the Villas are perfect for large groups, long stays, boating enthusiasts, families needing extra space, and those who prefer a calmer, quieter, more relaxed residential feel with a private deck to watch the sunset. 🌅 Click on the button below to bring you directly to our wedding room block webpage which already has our code OFWD entered in, so right away you will see your discounted room rate at the top (followed by the retail listing prices for the general public). Begin by entering some possible arrival and departure dates 📅 which will bring you to the list of available villas for those dates. ( You can also go to the hotel’s main website first to see the full menu of accommodations complete with floor plans + 360° video tours, BUT make sure to come back to this page and go through the unique link below when you are ready to book your stay ). ⬇️
Discount Code - OFWD
Travel Note
Deposit + Cancellation FAQs
A deposit of one-night's room + tax will be required and charged to your card at the time of booking. You can cancel your reservation up to 72 hours prior to the day of your arrival without any fees. * IMPORTANT * When you get to the checkout screen, you will see the calculation breakdown for the full cost of the duration of your stay. It will look like this is what you are going to be charged upon entering your credit card info and submitting your order, but this is not what your credit card will be charged. Your card will be charged only for the cost of a one-night room + tax deposit.