Lower Florida Keys Weekend Road Trip: Sugarloaf to Key West

Get ready for the ultimate getaway through the stunning Lower Florida Keys! Whether you’re looking for peaceful sunsets, outdoor adventures, or amazing local seafood, a road trip from Sugarloaf Key RV Resort & Cottages to Key West has it all. Here’s your go-to itinerary for a weekend filled with breathtaking views, must-do activities, and the best places to eat.

Arrive at Sugarloaf Key RV Resort

Welcome to Sugarloaf Key RV Resort & Cottages! Start your Florida Keys adventure with a relaxing check-in at our peaceful resort, nestled right between the vibrant charm of Key West and the laid-back beauty of the Lower Keys. Whether you’re staying in a cozy cottage or parking your RV with a view, this is your home base for the next few days.

Once you’ve settled in, take some time to unwind. Lounge by the pool, enjoy the tranquil surroundings, or head down to the water for a quiet stroll. Looking for something fun to do? Our staff is always happy to suggest nearby or onsite activities that’ll make your stay even more memorable.

Top Spots to Stop near Sugarloaf Key through Key West

Sugarloaf Keys RV resort

One of the best parts of a road trip through the Florida Keys is the drive itself. The Overseas Highway offers unparalleled views of the water, so make sure to take it slow and enjoy the scenery. Here are some of our favorite stops on the way:

1. Bahia Honda State Park

A short drive from Sugarloaf Key Resort, Bahia Honda State Park is perfect for a relaxing beach day. Its stunning shoreline and crystal-clear water make it ideal for swimming, snorkeling, or even soaking up the sun. If you’re feeling adventurous, take a walk along one of the park’s scenic trails.

2. Big Pine Key & The National Key Deer Refuge

Big Pine Key is home to the famous Key deer, and a visit to the National Key Deer Refuge gives you the chance to spot these adorable creatures in their natural habitat. With a variety of nature trails, it’s a peaceful spot for a stroll or birdwatching.

3. No Name Key

For a quirky, off-the-beaten-path stop, head to No Name Key. Stop by the No Name Pub for a bite to eat and enjoy the rustic charm of this local gem.

Must-Do Activities Along the Overseas Highway

Sugarloaf Keys RV resort

While the drive alone is a highlight, there are plenty of exciting things to do as you make your way to Key West. Here are a few must-do activities:

1. Snorkeling at Sombrero Reef

If you’re up for an underwater adventure, Sombrero Reef is a must-see. Known for its vibrant coral and tropical fish, it’s one of the best snorkeling spots in the Keys. Whether you book a tour from Marathon Key or nearby, you’ll be in for an unforgettable experience.

2. Kayaking and Paddleboarding

The clear, calm waters of the Lower Keys are perfect for kayaking or paddleboarding. Rentals are available at several locations, including Big Pine Key Kayak Adventures and Lazy Dog Adventures (lazydog.com) in Key West. Paddle through mangroves or along the coastline while soaking in the breathtaking views.

3. Fishing in the Lower Keys

The waters around the Lower Keys are known for great fishing. Whether you’re casting a line from a pier or heading out on a charter, you’ll find plenty of opportunities to reel in your next big catch. For an unforgettable experience, book a private fishing charter with companies like Key West Fishing Guides (keywestfishingguides.com) or Tightline Fishing Charters (tightlinefishingcharters.com).

Best Places for Lunch/Dinner in the Lower Keys

Sugarloaf
Rams Head Southern Most Brunch

It wouldn’t be a Florida Keys road trip without enjoying incredible fresh seafood or key lime pie along the way. Here are a few of our top recommendations for lunch and dinner:

1. The Fish House (Key West)

Head over to The Fish House in Key West for some of the freshest seafood in the area. Their stone crab and conch fritters are a must-try, and the laid-back atmosphere is perfect for a relaxing meal.

2. Blue Heaven (Key West)

For a truly Key West dining experience, stop by Blue Heaven. It’s famous for its outdoor seating, roaming chickens, and delicious Caribbean-inspired dishes. Don’t miss the lobster omelet and, of course, the Key Lime Pie. Visit them at blueheavenkw.com.

3. Mangrove Mama’s (Sugarloaf Key)

Looking for a delicious bite just down the road from the resort? Mangrove Mama’s is a local favorite serving up fresh seafood right on the water. From fish tacos to conch fritters, it’s the perfect spot for a casual, flavorful meal. 

4. Rams Head Southernmost (Key West)

The name says it all—head south to Key West for an unforgettable brunch, lunch, or dinner. This lively open-air bar features patio seating, fresh seafood, handcrafted cocktails, and crowd-pleasing sandwiches, all set to the soundtrack of live local music. ramsheadsouthernmost.com

Scenic Views, Kayaking, and Sunset Spots

Sugarloaf Key Sunset

You’re in the Florida Keys, so the sunsets here are truly something special. Don’t miss out on these spots for a little extra magic during your road trip:

1. Sunset at Mallory Square (Key West)

Make sure to swing by Mallory Square in Key West for the nightly sunset celebration. It’s a lively spot with street performers, local vendors, and a stunning view as the sun sets over the Gulf of Mexico.

2. Sugarloaf Key (Your Resort!)

If you’d rather enjoy a more peaceful sunset, head back to Sugarloaf Key RV Resort. Watch the sky light up in brilliant colors from the comfort of your own spot on the water—there’s no better way to unwind after a day of adventure.

3. Kayaking Through Mangroves

For a unique sunset experience, take a kayak through the mangroves. This quiet, nature-filled activity lets you explore the Lower Keys’ waterways while soaking in a picture-perfect sunset. Big Pine Key Kayak Adventures and Lazy Dog Adventures (lazydog.com) offer rentals for this serene experience.

Why Stay at Sugarloaf Key RV Resort?

Sugarloaf Key RV Resort

While there are plenty of places to stay in the Keys, Sugarloaf Key RV Resort & Cottages offers something truly special. Here’s why:

  • Prime Location: We’re perfectly located between Key West and the rest of the Lower Keys, making it easy to explore the best of both worlds.
  • Relaxation and Comfort: Whether you’re staying in a cozy cottage or an oceanfront RV site, you’ll have all the amenities you need to kick back and enjoy your time in paradise.
  • Plenty to Do: From fishing and kayaking to nature walks and wildlife watching, there’s something for everyone to enjoy.
  • Proximity to Key West: Just a short drive from the lively heart of Key West, you’ll be able to enjoy both the peacefulness of Sugarloaf and the excitement of the island.

Your Lower Keys Road Trip Awaits

The Lower Keys are calling, and your road trip from Sugarloaf Key to Key West promises to be full of unforgettable moments. From relaxing at our resort to exploring stunning parks, savoring delicious seafood, and taking in incredible views, this itinerary is the perfect way to experience the magic of the Florida Keys. Book your stay at Sugarloaf Key RV Resort & Cottages today and start your adventure in the beautiful Lower Florida Keys!

Christmas in July Flash Sale!

Save 25% OFF* 3+ night stays from August 1 through the end of our 2025 camping and glamping season. This limited-time offer ends on Tuesday, July 29.

Learn More…