Ultimate Boating Guide: A Week in the Florida Keys

Decide whether to take the inside or outside route before you go.

It’s always smart to use a Florida Keys boating itinerary when you embark on a new journey. Having lived aboard our own 44-foot trawler and traveled the island chain for years, we believe that any time is terrific to cruise the Keys!

This time our journey takes us from lower Biscayne Bay to Marathon on Vaca Key. But we have a slight dilemma—inside or outside route?

Planning Your Florida Keys Boating Itinerary- Inside or Outside Route? How to Decide:

When planning your Keys Cruise, shallow-draft boats (less than 4 feet deep) can easily travel the Intracoastal Waterway (ICW), also called the Inside or Bayside Route. Deeper-draft boats may opt for the Outside or Ocean Route via Hawk Channel. This channel is 15-20 feet deep and runs along the ocean side of the Keys between the land and the barrier reef to the southeast. The reef acts as a wave dampener to allow for serene ocean runs.

Wind and weather also help in your decision to travel inside versus outside. The islands do a good job of tamping down the fetch, so on a good day with northwest winds, the ocean route may be calm one mile offshore. But if the wind is southeasterly, you may change course to the inside route for a smoother ride.

Exploring the Inside Route: Island Hopping in the Keys

As part of our Florida Keys boating itinerary, let’s explore the Inside Route. The string of Florida Keys begins at Boca Chita, part of Biscayne National Park, with a very small but well-protected harbor. Although it offers no water, electricity, or trash collection, the natural beauty of the scrub and surrounding crystal-blue water is a terrific start to your journey. If you are lucky to arrive when the park rangers are present, you may be able to climb the 65-foot lighthouse. What a view!

Continuing the Inside Route from Biscayne Bay, you’ll meander into Card Sound with plenty of opportunities to anchor. A plow anchor is most effective in the Florida Keys because of the limestone seafloor, also called hard pan. If you’ve never anchored here, try it out for lunch and an afternoon snorkel. Once you’ve mastered setting the hook in the hard pan, your options for anchoring are almost endless. Please stay off the seagrass and anchor only in the white sandy bottom.

Jewfish Creek provides your first opportunity to stop overnight in a full-service marina. As you wind your way from the sound and into the mangrove-lined channel, you will be treated to birds of all colors and sizes soaring and swooping as they search for their dinner. They won’t have to look too hard as these shallow waters are chock-full of fish. You may even spy a bright-green iguana camouflaged in the sun-filtered leaves of the mangroves. Just south of the Belize Blue 65-foot bridge, you’ll find your choice of two marinas with power, fuel, and a pump-out. Tiki huts dot the beach where you can sip on a frozen coconut concoction while waiting for your dinner to arrive. 

Heading south into Blackwood then Buttonwood sounds, experience the shallows of Florida Bay. Keep a sharp eye as you navigate to stay in the deepest water. Hidden in these gorgeous blues and greens are sandbars aplenty. Although the channels are well-marked, it’s a great idea to plan your course in advance and know what to expect. A good pair of binoculars and polarized sunglasses can help your crew to spot the buoys and day beacons needed to cross the banks with ease.

Tavernier offers a few more marinas in addition to a local grocery store or a night off for the chef at a shoreside restaurant. It’s always a fun adventure tasting fresh fish of the local cuisine.

As the channel opens to the unprotected bay, don’t fret! If the winds are not in your favor, you have an opportunity to cross over to the Outside Route just below Lower Matecumbe at Channel 5. Be cautious using any of the smaller creeks above Channel 5. The fixed bridges may not be tall enough for your boat, and the moving tide can create currents 5 knots or faster.

The Allure of the Outside Route: Ocean Adventures

If your draft is deeper than 4 feet or the weather forecast is spectacular, the Hawk Channel route might be a better option than the shallows of the Florida Bay. Leaving from Miami’s Government Cut, you can have an easy day that ends with choices: anchor, snag a mooring ball, or tie-up at a marina. 

John Pennekamp State Park 

Nestled on the oceanside of Key Largo is John Pennekamp Coral Reef State Park. Reserve a slip with power or snag a mooring ball with a short run to the dinghy dock. Dive or snorkel near Dry Rocks to see reef fish and the famous underwater Christ of the Abyss statue. Be attentive to the Sanctuary Preservation Areas marked with buoys so boaters can visit without damaging the reef as good stewards of our environment.

Still eager to explore but aren’t a diver? Rent a kayak to skirt the mangroves and enjoy the sultry surroundings. Take a tour on their glass bottom boat to see the reef without even getting wet.

If you need to shore up your land legs, you will find tropical hammocks with native flora and fauna to discover while you hike or picnic. Then take in a natural history exhibit and an amazing 30,000-gallon saltwater aquarium in air-conditioned comfort. 

Anchor Overnight in the Ocean

A few miles south, Rodriguez Key has an almost-360-degree anchoring option to provide a wind break. If you prefer to plug in, there are many marinas in Key Largo and Islamorada. Select a dock in a man-made canal, but be cautious making some of the 90-degree blind turns—one fondly referred to as Crash Corner. A preemptive security call on the VHF radio or a prolonged blast of your horn will alert other boaters before you proceed.

Ready to fish? The Florida Keys offer an abundance of species that will provide an adventure to remember. Be sure your fishing license is up-to-date and add a crawfish permit if you’re lobstering this season. Don’t forget the melted butter!

Final Destination: Marathon’s Coastal Charms

Nearing our final destination, remember the crossover option at Channel 5. If the southeast winds are creating a bumpy ocean ride, this wide channel allows you to hop back under the 65-foot bridge to the Inside ICW route. There are anchorages on each side of the bridge to wait out the weather from either direction. When the weather eases, mooring balls and marinas await. Boot Key Harbor, here we come!

New and legendary marinas with fabulous dining options are ready to sample. Walk, bike, or take the train to tour Pigeon Key on the Old 7-mile bridge. Peek over the historic railroad railings and see rays swimming below when tide is slack. Position yourself for an unobstructed view of sunset, and you might catch the elusive green flash.

Provisioning options for your return trip are plentiful in big-name grocery chains and locally owned small stores. Barracudas is our favorite fine-dining establishment that’s been around for decades, but your choices are endless here in paradise. Looking for Keys casual? Thatched roof waterside restaurants are a great place to sip chilled wine, cold beer, and umbrella drinks. Swim with the dolphins or visit the Turtle Hospital tomorrow.

Come enjoy all that pleasure boating has to offer because any time of year is terrific for cruising the Keys. Be sure to keep this Florida Keys boating itinerary handy for your next visit!

-by Chris Caldwell

Cruising The Florida Loop

FLOOPin’ – Florida Loop Cruising

Start your journey anywhere along the route to experience a different kind of Florida.

Looking for a different sort of adventure? Try FLOOPin’—boating along the Florida Loop. You can make a loop around the southern tip of Florida that includes the cut through the Okeechobee Waterway, the stretch along Florida’s southwest coast in the Gulf of Mexico, around the Florida Keys, and along the East Coast (inside via the Intracoastal Waterway (ICW) or outside in the Atlantic) back to your starting point. There is no time limit to your travels, as Florida enjoys cruising weather all year long. 

You may want to prepare for your trip with a cruising guide and a few books, something with a bit of Florida history to plan your stops. You can begin your journey anywhere along the route and go clockwise or counterclockwise. Just cross your wake where you started and you’re FLOOPin’! I promise you will experience a different kind of Florida.

Let’s Start in Miami 

The hustle and bustle of the City of Miami is surrounded by sparkling turquoise water that’s a great start for our Florida Loop. There are faster routes to plot this cruise, but we plan to smell the roses and see the sights by cruising mostly inside on the ICW. With many low drawbridges that require opening for your boat, reduce your air draft by lowering your antennas to make it an easier trip.

Cruising north, look to your right while passing by the inlet ship channel usually filled with cruise liners at the dock. Caution: This channel is closed to pleasure boats even when the cruise ships are not in port as a security protocol. For a great view of south Florida’s waterfront homes, just stay on the inland ICW route.

Tall condos and skyscraper hotels form a canyon path along the ICW for a few miles. But soon the landscape changes as you cruise through Hollywood and Dania Beach. Throughout this adventure, you will be treated to local flora and many sea birds. Keep a sharp eye!

Around 30 miles north of Miami, you arrive at another commercial shipping area known as Port Everglades. Landlubbers call this Fort Lauderdale, home to the International Swimming Hall of Fame, megayachts, and plenty of restaurants to people watch. Marina choices are abundant for the next 50 miles or so. Tie up before setting out on foot to explore the stunning white beaches of the Atlantic Ocean. Anchoring can be a challenge but is possible in this part of the FLOOP for the adventurous cruiser.

Safety First and the Fun Follows

It’s always important to have a lookout for safety purposes but that assigned task is essential in this stretch of the waterway. Incredible architectural designs line both sides of the channel and can steal your attention from key navigation duties. Infinity pools abound with waterfalls inside multistory residences, all part of the unique and contemporary displays. The yachts docked behind these homes are spectacular, too, but remember your responsibility to the rules of the waterway and take precautions. Keep your cruise on track.

By now, you realize that the numerous drawbridges have schedules to open allowing you to maintain slow speeds on this part of the ICW. Check your cruising guide for bridge heights and posted schedules. Always request an opening on VHF channel 9 if your height restricts you from passing under.

Anchorages and New Friends

You’ll soon arrive in the Palm Beaches, nearing the Lake Worth Inlet on your next stop of the Florida Loop. Here, the waterway widens, but let the channel guide you to the deeper water, and respect the manatee zones. Anchorages are plentiful in Lake Worth and farther north. Watch your forecasted wind direction and choose where to lower the hook considering your depth, wind fetch, and the tidal range of about three-and-a-quarter feet
in this area. 

Peanut Island is just west of the inlet and was built by dredging the ship channel. Home to President John F. Kennedy’s bomb shelter during the Cuban Missile Crisis, Peanut Island is a great dinghy stop. Be aware of the high traffic of both pleasure and commercial crafts as you cross the channel. Farther north, the Jupiter Lighthouse along the Loxahatchee River marks a locals-only inlet due to shifting shoals. 

Welcome to old Florida, where bird-watching is an art and quite entertaining. Dolphin have likely been following you, too, so look over the bow rail at these friendly critters or in your side wake to spy these glorious mammals. Soon, you are entering the Treasure Coast starting with Martin County, a less-densely populated area with many golf courses and even horseback rides on the beach. Scrub trees and mangroves mark undeveloped land on both sides of the ICW. Don’t blink or you may miss an iguana or osprey camouflaged in the brush.

Slow Your Ride

The midway point of your Florida Loop comes near the crossroads of the ICW and the start of the Okeechobee Waterway past Jupiter Island, head west to enter the St. Lucie River and Stuart. Take a left past Stuart where the river will lead you to Port Mayaca. Throughout this waterway, you’ll find plenty of choices to stop each evening: marinas, mooring balls, and anchorages. Look at your charts and note the upcoming five locks you will traverse connecting the Atlantic Ocean to the Gulf of Mexico across the state. Two are on the eastern side of Lake Okeechobee to raise you up to lake level. Three more locks will lower you down to the level of the Gulf waters. Contact the lockmasters on VHF channel 13.

Across Lake O

Wait for a favorable weather forecast on your Florida Loop to cross 25 miles of open water on Lake Okeechobee, a very shallow lake. Although it can whip up quickly with a strong wind from any direction, most boats will only feel the uncomfortable beam seas if the wind is strong from the north or south. So wait a day or so in Stuart, and enjoy restaurants or provision in the nearby grocery stores before proceeding.

Wherever you land for the evening, you will see sea cows (manatees) and land cows. That’s right. There is an abundance of cattle trotting alongside the Okeechobee Waterway because Florida has a thriving cattle production. And you thought Florida was just about the beaches and fishing.

Docked in Clewiston? Head to the Clewiston Museum for local history, WWII aeronautical artifacts, and you may even see a working steam engine train in the sugarcane fields. There is more to do along the Okeechobee Waterway than just locking through. Continue up to Moore Haven to pick up the Caloosahatchee Canal to head west over to Fort Myers. 

The Lee County area of the Florida Loop has recently experienced the full force of a Category 4 hurricane but is recovering swiftly. While the entire Okeechobee Waterway is navigable from the Gulf to the Atlantic, check with the Local Notice to Mariners and other online resources, such as waterwayguide.com, for the latest navigation alerts. Likely, you should brush up your anchoring skills if you want to overnight on this part of your adventure, but fuel and provisions are available. 

Heading South 

At the end of the Okeechobee Waterway, cruise south through San Carlos Bay into the Gulf of Mexico. Naples is just 32 miles for a short run to marinas or anchoring. Marco Island is less than 15 miles farther for a longer daily run. If you have a good weather window, it’s a fairly straight 80-mile cruise from Marco Island to Key West. Sometimes, you want to keep your days short; in that case, try the Little Shark River anchorage. If you’re looking for the Conch Republic, you are almost there.

Key West, here we come! Before arriving in this paradise, we recommend securing marina reservations ahead of time. Docking in a slip allows worry-free exploring through the walkable streets of the southernmost part of the U.S. Visit museums, restaurants, and watering holes with lots of character, minding the ever-present wild chickens and Hemingway’s six-toed cats. Don’t miss the daily sunset festivities in Mallory Square complete with street performers—every…single…night.

It’s tough to tear away from the frivolity of this quirky key, but it’s time to move onward north and east as you follow the island chain. Although you are now on the homestretch, the last leg of this FLOOP is simply gorgeous. Meander through the five main keys, each with a unique personality to explore. Crystal, azure water and coral reefs offer sun, snorkel, SCUBA, and fishing to delight on the journey to Biscayne Bay. The skyline of downtown Miami is ready to welcome you back. Crossing your wake means your adventure is over—for now. Bet you’re already planning another FLOOP!

-by Chris Caldwell

Exploring Florida’s Treasure Coast

Treasure Hunt

Florida’s Treasure Coast is a hidden gem.

Tangerine and cotton candy-colored clouds billow along the horizon creating the perfect backdrop for this laid-back, picturesque Florida region. Tucked along the Atlantic Coast just north of Palm Beach, the Treasure Coast comprises Martin, St. Lucie, and Indian River counties. This hidden gem is a wondrous destination filled with family friendly fun, unforgettable experiences, and more than 60 miles of beaches on which to surf, fish, or just relax.

The Treasure Coast got its name from the 1715 Spanish treasure fleet sunk by a hurricane while returning from the New World to Spain. The fleet’s gold, silver, and jewels were scattered over the seafloor, and though much of the booty has been recovered, snorkelers, divers, and other fortune-seekers continue to search the water for treasure today.

The coast is lined with sandbars and barrier islands that protect the numerous bays, rivers, and lagoons, such as the 156-mile-long Indian River Lagoon which contains five state parks, four federal wildlife refuges, and a national seashore. Lake Okeechobee, the largest freshwater lake in Florida, is connected to the lagoon by the Okeechobee Waterway and the St. Lucie River meeting in Sewall’s Point. 

“The Okeechobee Waterway is a cross-Florida navigable waterway connecting Florida’s Atlantic Coast to its Gulf Coast at Fort Myers,” says Ed Killer, outdoors writer for TCPalm.com. “There is a series of locks to carry boats through the waterway, the most dramatic of which is the St. Lucie Lock and Dam in central Martin County which is fourteen feet. Pass through the locks to enjoy a unique boating experience.”

Check out the Stuart Boat Show happening Jan 13-15th.

A Good Sport

Being on or near the water is a way of life on the Treasure Coast. From boating and water sports to diving and fishing, there is something for everyone.

“Boating is truly in the DNA of this coastal community and has been for decades,” says Charlotte Bireley, director of tourism and marketing for Visit St. Lucie. “Fort Pierce is also home to boat manufacturers that churn out top-tier boats of every size, shape, and model. World-class boat makers, including Pursuit, Maverick Boat Group, Bluewater Sportfishing, and Twin Vee PowerCats, make their home in Fort Pierce, which means boating enthusiasts have the industry’s best at their fingertips.”

Enjoy stand-up paddleboarding? Tour operators from Zeke’s Surf and Paddle Sports (zekessurfandpaddle.com) in Stuart and Paddle the Pointe (paddlethepointe.com) in Jupiter offer guided experiences throughout the area’s waterways. There are plenty of places to rent kayaks and canoes for a self-guided excursion, and for those who snorkel or dive, a range of dive shops lead excursions and offer classes for certifications, such as Dive Odyssea (diveodyssea.com) in Fort Pierce. 

Numerous charters specialize in offshore, inshore, saltwater, and freshwater fishing experiences. Spend a day on a guided fishing charter out of the Fort Pierce Inlet,
where many different fish species provide nonstop action for anglers of all skill levels. 

“The most popular fishing spot is the jetty rocks at Jetty Park,” says Bireley. “The jetty is located at Fort Pierce Inlet…. The rocks jut out into the ocean offering anglers many spots to cast a line.” Sebastian Inlet State Park, six miles north of Vero Beach, is also a premier saltwater fishing spot. Drop a line for redfish, flounder, snapper, grouper, and more. 

As a sportfishing paradise, Stuart has earned the title “Sailfish Capital of the World.” In fact, downtown Stuart boasts the iconic 19-foot bronze Stuart Sailfish statue that majestically leaps from a fountain. The eye-catching piece welcomes visitors to the city.

But that’s not all Stuart is known for. “If you haven’t yet caught a snook, there is no fight like it,” says Killer. “Stuart has five species of snook living in its waters, the only place in the world this can be said.”

What’s Up, Beaches?

Grab the sunscreen and get ready to lean your chair back into the cinnamon sand. With long stretches of pristine shoreline, the Treasure Coast has a vast array of beautiful beaches are never crowded. Enjoy some family fun at Bathtub Reef, Stuart, Hobe Sound, and Jensen beaches, all which are lifeguard-protected daily. Saddle up at Frederick Douglass Memorial Park in Fort Pierce, the only beach in southeast Florida that allows horseback riding along the shoreline. Soak in the sun at Fort Pierce’s Blind Creek Beach, recently designated “clothing optional.” Hang Ten at Wabasso Beach Park in Vero Beach, a popular surf spot with breaks to the right and left of the jetty.

“Don’t miss a day at Fort Pierce Inlet’s sandbar by Dynamite Pointe on an incoming tide. The crystal-clear waters from the Atlantic come flowing in giving boaters a feeling of being in the Caribbean,” says Bireley. “Visitors will find many boaters anchored to enjoy the tides, cold beverages, music, and a massive party on the sandbar—and it’s family friendly.” 

Nature Calling

A treasure trove of activities await outdoor enthusiasts. Jonathan Dickinson State Park in Hobe Sound bursts with wildlife in 13 natural habitats including sand pine, mangroves, and river swamps. Enjoy canoeing, kayaking, motor boating, biking, and various guided tours throughout the park. Blowing Rocks Preserve, also in Hobe Sound, is aptly named for the stunning spectacle that occurs at high tide: Saltwater shoots up through the gaps in the limestone, at times spouting 50 feet into the air. The beach dunes, mangrove swamps, and tropical hardwood hammocks along the rocky shoreline are definitely worth exploring. 

Farther south, check out the Jupiter Inlet Lighthouse, operated by the Loxahatchee River Historical Society. Climb all 105 steps to the top for spectacular views. You can also bike along the sandy road on the Historic Jungle Trail and stop at Pelican Island National Wildlife Refuge in the Indian River Lagoon, home to hundreds of animal species, for some birdwatching or a photo op of nature at its finest. 

“Boaters should explore the islands speckled along the edges of the channel in the Indian River Lagoon/Intracoastal Waterway,” says Bireley. “Many islands have amenities such as picnic tables, grills, and even a few rope swings for the brave adventurers. Overnight campouts under the stars are popular on the islands.”

Dock and Dine

“The culinary scene along the Treasure Coast is growing more impressive every year,” says Ian Centrone, tourism program manager for the Martin County Office of Tourism and Marketing. From Stuart, home of the annual Stuart Boat Show in January, and Jensen Beach to Fort Pierce and Sebastian, there are numerous waterfront eateries where boaters can “dock and dine.” 

Some of the more popular options include Mulligan’s Beach House Bar & Grill in Jensen Beach, open for breakfast, lunch, and dinner year-round, where the famous Beach House Bloody Mary is served next to incredible views of the Indian River (mulligansbeachhouse.com). The chef at Pirate’s Loft at the Pirate’s Cove Resort & Marina in Stuart hand-picks fresh seafood daily and then prepares it with Caribbean flair (piratescoveresort.com). Try Gator on the Edge, fried Florida gator tail bites served with spicy remoulade, at On the Edge Bar and Grill in Fort Pierce, an open-air, tiki-style restaurant with a full bar and live music daily (facebook.com/OnTheEdgeBarAndGrillFL). Or grab a seat on the riverfront deck at Blackfins at Capt Hirams Resort in Sebastian for island-style favorites like fish tacos, conch fritters, crab cakes, and its signature dish, Dirty Oysters (hirams.com).

The More You Know

TCPalm.com’s Ed Killer offers some additional insider tips for boaters on the Treasure Coast. “Follow the channel markers,” he says. “Stuart has lots of deep water, but around the (St. Lucie) inlet and Crossroads, where the St. Lucie River and Indian River Lagoon intersect, there are lots of shoals and shallow water.  

“Be especially careful after dark,” he adds. “Many of the channel markers in the Intracoastal Waterway and Okeechobee Waterway are not lit at night so use a Q-beam to light channel markers so as not to collide with them.”

In terms of other tips, Killer suggests checking official websites, such as Discover Martin (discovermartin.com), Visit St. Lucie (visitstlucie.com), and Visit Indian River (visitindianrivercounty.com), to stay well-informed. “Websites house tons of useful resources…sample itineraries based on various interests, special offers that are updated throughout the year, and so much more.” 

-by Bonnie Schultz

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