Key West sits at the southern tip of the Florida Keys, surrounded by both the Atlantic Ocean and the Gulf of Mexico, which makes it an ideal launch point for reaching nearby islands by boat. Within just a few miles of the harbor, boaters can access sheltered backcountry waters, open-water channels, and the Florida Keys National Marine Sanctuary’s reef systems.

Its location offers two distinct boating experiences: short trips to close islands like Wisteria Island, Sunset Key, and Snipe Keys for quick outings, or longer runs to destinations such as the Marquesas Keys and Dry Tortugas. Marinas, boat ramps, and fuel docks are plentiful in Key West, allowing boaters to prepare and depart efficiently. The combination of variety, accessibility, and available services makes Key West one of the best places in the U.S. to start an island-hopping adventure.

Roughly one mile northwest of Key West Harbor, Wisteria Island is an uninhabited spoil island that locals often call “Christmas Tree Island” because of its dense Australian pine cover. Originally created from dredge material, it has since become a casual boating destination for anchoring, swimming, and beach picnics. There are no facilities, so you’ll need to bring everything you plan to use and pack it out afterward. Depths around the island are generally shallow, with a few sandy patches suitable for anchoring, so approach slowly and use your charts to avoid shoaling. While it is common for boaters to go ashore, access has occasionally been a topic of dispute, so it’s worth confirming current guidance before landing. Its proximity to downtown Key West makes it a quick getaway for those who want to leave the harbor without committing to a full day trip.

Just 500 yards off Key West, Sunset Key is a private island that feels worlds away. It is home to a resort, spa, and the upscale Latitudes restaurant, all of which are reserved for resort guests or diners with reservations. Public docking is not available, but if you book a meal at Latitudes, transportation is arranged via the resort’s private ferry departing from the Opal Key Resort marina. While this isn’t an island for casual anchoring, it makes for a distinctive dining experience on the water, especially for special occasions. Its short distance from Key West allows boaters to pair it with other close destinations in a single outing, making it a versatile option in a day’s itinerary.

Situated about 16 miles northeast of Key West in the backcountry, the Snipe Keys are a cluster of sandy islands surrounded by shallow flats and bright turquoise water. The area is known for its wide sandbars that emerge at low tide, creating perfect spots for wading, swimming, and sunbathing right in the middle of the water. It’s a favorite with locals for its peaceful, remote feel compared to more crowded destinations. Wildlife Management Area rules are in effect, including idle speed or no-motor zones in certain creeks, so check your navigation resources before exploring. Due to the shallow depths, the Snipe Keys are best suited for smaller boats or for operators with experience navigating the flats. The scenery here is spectacular, and the calm, shallow water makes it a great choice for paddleboards and kayaks as well.

Located about 14 miles west of Key West, Boca Grande Key is part of the Key West National Wildlife Refuge and is known for its clear water and inviting sandy beaches. It’s a popular anchoring spot for boaters looking to relax, swim, and enjoy a more secluded setting. Parts of the island are closed to protect nesting wildlife, so check current refuge maps for designated no-entry areas before you land. Approaches are generally straightforward, but you’ll want to watch your depth carefully in the final stretch, as shoals can extend well off the beaches. The surrounding shallows are excellent for snorkeling, and the open anchorage makes it a common stop for those combining a trip to multiple islands in the refuge. Because it’s farther out than most day stops, Boca Grande Key tends to be quieter, offering a peaceful alternative to the more crowded sandbars near Key West.

Roughly 13 miles west of Key West, Woman Key is also within the Key West National Wildlife Refuge and is valued for its natural beauty and abundant birdlife. Much of the eastern side of the island, as well as parts of its surrounding waters, are off-limits to protect sensitive nesting habitats, so it’s critical to know and respect the posted boundaries. The accessible beaches are pristine, with soft sand and calm, shallow water that makes for easy swimming and wading. Because of its protected status, the area has an untouched feel that appeals to boaters seeking a more natural, less developed destination. Anchoring is possible in sandy areas outside the restricted zones, and the island is often included in multi-stop trips with nearby Boca Grande Key. The combination of quiet beaches and wildlife viewing makes it a rewarding destination for those who value preservation as much as recreation.

About 20 to 25 miles west of Key West, the Marquesas Keys form a rare circular island chain enclosing a shallow lagoon. They are uninhabited and known for their exceptional fishing, kayaking, and wildlife viewing opportunities. Multiple areas within the Marquesas are regulated, including idle speed zones and no-entry buffers around certain smaller islets, so you’ll need to plan your approach carefully. The waters around the keys can be a mix of deep channels and very shallow flats, making local knowledge or careful chart use essential. The lagoon inside the ring of islands is a standout feature, offering protected waters for paddling and exploring by dinghy. Given the distance from Key West, a trip to the Marquesas is best for boaters with a capable vessel and enough time to enjoy the journey. Many who make the trip say it feels like stepping into a completely different world compared to the busy harbor they departed.

Roughly seven miles southwest of Key West, Sand Key is a small island best known for its historic lighthouse and exceptional snorkeling and diving. The island itself is closed to the public to protect the fragile environment, but boaters can anchor nearby in designated areas to explore the surrounding coral reef. These reefs are part of the Florida Keys National Marine Sanctuary and offer vibrant marine life, making it a favorite spot for underwater photography. Depths vary depending on your approach, so check charts and stay outside restricted zones marked by buoys. Because there are no facilities, visitors should come prepared with all their own gear, water, and supplies. Sand Key is close enough for a quick half-day outing but rewarding enough to be the main destination on a trip, especially for those who enjoy spending more time in the water than on shore.

Located about 70 miles west of Key West, the Dry Tortugas are a remote group of islands famed for their crystal-clear water, world-class snorkeling, and the impressive Fort Jefferson on Garden Key. The national park’s protected status means regulations are strict, with anchoring allowed only in specific areas and certain zones designated for no-motor or swim-only access. Most boaters plan for a full-day or overnight trip here, given the distance, and bring extra fuel, food, and supplies since there are no services beyond basic restrooms. The waters around the Dry Tortugas teem with marine life, and the coral reefs are among the healthiest in the Keys. Exploring Fort Jefferson adds a unique historical element to the trip, making this destination a blend of nature and history unlike anywhere else in the region.

Ballast Key, about nine miles west of Key West, was once privately owned and is now part of the Key West National Wildlife Refuge. Public access is limited, and much of the surrounding waters are managed for environmental protection. Nearby, the Mule Keys are a series of small islands popular with experienced boaters who know the channels and can navigate the shallow waters safely. These islands offer secluded beaches, opportunities for wildlife watching, and excellent snorkeling in clear, calm water. Anchoring spots can be limited by seagrass beds and sandy bottom composition, so picking your location carefully is key. While these islands are relatively close to Key West, their protected status and lack of development give them an isolated, pristine feel that appeals to boaters seeking quieter alternatives to the more visited sandbars.

About 20 miles north of Key West in the Lower Keys backcountry, Marvin Key is more of a sprawling sandbar than a traditional island — and that’s part of its charm. The shallow, crystal-clear water is ideal for swimming, floating, and lounging in the sun, while the surrounding mangroves add a scenic backdrop. On weekends and holidays, it’s a popular gathering spot where boaters drop anchor side-by-side, creating a lively, social atmosphere. During the week, it can feel almost deserted, offering a completely different, more relaxed vibe. Reaching Marvin Key requires navigating winding, shallow channels, so a GPS chartplotter or local knowledge is highly recommended to avoid running aground. Whether you’re looking for a party sandbar or a peaceful weekday escape, Marvin Key delivers a memorable backcountry boating experience.

Choosing the right island near Key West depends on the kind of day you want on the water. If you’re looking for something close and easy, Wisteria Island and Sunset Key are both just minutes away and perfect for short trips. For pristine beaches and fewer crowds, Boca Grande Key and Woman Key offer more seclusion while still being relatively close. Adventure seekers who want to explore unique backcountry landscapes should consider Snipe Keys or Marvin Key, while snorkelers will love the reefs at Sand Key. For a once-in-a-lifetime trip, Dry Tortugas combines history, crystal-clear water, and unmatched remoteness but requires careful planning and calm weather. Whatever your style, there’s an island within reach of Key West that’s perfect for your boating adventure.

Navigating to the islands around Key West can be an incredible experience, but preparation is key to making the trip safe and enjoyable. Always check the marine forecast before heading out, as wind and tides can change quickly in the Keys. Many of these islands are surrounded by shallow flats, so review navigation charts to avoid running aground, especially near Snipe Keys, Marvin Key, and the Mule Keys. Carry all required safety gear, including life jackets, flares, and a working VHF radio. Fresh water, sunscreen, and shade are essential since most islands have no facilities. Respect posted wildlife closures, anchor in sand instead of coral, and pack out everything you bring. With a little planning, you’ll be able to relax and enjoy the pristine waters while keeping yourself and the local ecosystem safe.

Planning an island-hopping trip from Key West is much easier when you have accurate, up-to-date navigation tools. Wavve Boating’s app is designed for recreational boaters, giving you access to crowd-sourced local knowledge, tide and weather updates, and customizable maps that make navigating the shallow waters of the Keys safer. You can chart your course to each island, see real-time user reports about anchorages and hazards, and even share routes with friends so no one gets lost along the way. The app’s intuitive interface is especially helpful for spotting sandbars, finding popular snorkeling spots, and knowing exactly where to anchor without disturbing coral or seagrass. Whether you’re a first-time visitor or a seasoned Keys boater, Wavve Boating makes it easier to explore confidently and focus on enjoying your time on the water.

The best time to explore the islands near Key West by boat is generally from late fall through spring, when the weather is warm but not excessively hot, and the water conditions are calmer. November through April offers lower humidity, fewer afternoon storms, and excellent visibility for snorkeling and diving. Summer months bring warmer water and longer days, but also higher chances of thunderstorms and more boat traffic, especially during holidays. If you want a balance of good weather and smaller crowds, aim for weekdays in the shoulder seasons of late April to early June or September to early November. No matter when you go, always monitor marine forecasts closely, as winds and tides can shift quickly in the Keys.

Start by deciding which islands you want to visit based on your interests, whether it’s secluded beaches, snorkeling spots, or lively sandbar gatherings. Check charts and navigation apps like Wavve Boating to map the safest routes, factoring in shallow areas and changing tides. Make a supply list that includes water, food, shade, and snorkeling gear, since most islands have no services. It’s also wise to fuel up before leaving Key West and to plan your anchoring spots in advance, especially if you’ll be visiting during busy weekends. If you’re traveling with other boats, agree on meeting points and communication channels before departure. Building in extra time for exploring, swimming, and relaxing will make the trip feel less rushed and more enjoyable.

Exploring the islands near Key West by boat offers a unique mix of adventure, relaxation, and natural beauty that’s hard to match anywhere else. Whether you’re drawn to quiet backcountry spots like the Snipe Keys or the lively atmosphere of Boca Grande Key, each destination has its own personality and charm. The key to a successful trip is preparation, knowing the best times to go, packing the right supplies, and using reliable navigation tools. With thoughtful planning, you can enjoy crystal-clear waters, pristine beaches, and unforgettable experiences while respecting the fragile ecosystems that make the Keys so special.