If you’re dreaming of a sunny, easygoing escape with your favorite person, Clearwater, Florida should be at the top of your list. It’s got the beaches, the food, the views, and just enough adventure to keep things exciting—but still chill enough to actually unwind. Whether you’re celebrating something special or just need a reset together, here’s how to make the most of a romantic getaway in Clearwater.
Where to Go: Experiences Made for Two
1. Sunset at Pier 60
You haven’t truly been to Clearwater until you’ve watched the sun dip below the Gulf at Pier 60. Street performers, music, local vendors—it’s got a low-key festival vibe almost every evening. Bring a blanket, grab an ice cream, and just sit together as the sky does its thing.
2. Caladesi Island State Park
Take a ferry or rent a kayak and explore this undeveloped island paradise. Quiet trails, empty beaches, clear water. It’s the kind of place that feels like your own little secret.
3. Dolphin-Watching Cruise
Hop on a boat tour and spot dolphins playing in the surf. It’s touristy, sure—but it never stops being magical. Pro tip: book one that sails at sunset.
4. Clearwater Marine Aquarium
This isn’t just a cute stop. It’s where rescue and rehab meet education. You’ll learn a lot, see sea turtles up close, and maybe even sponsor a rescued dolphin together.
5. Rooftop Drinks in Downtown Clearwater
For a stylish evening, check out one of the rooftop bars like Jimmy’s Crow’s Nest. Sip something cold, watch the palm trees sway, and enjoy the views without rushing anywhere.
What to Eat (And Where to Find It)
- Caretta on the Gulf: Upscale dining with oceanfront views. Perfect for date night.
- Frenchy’s Rockaway Grill: More casual, but the grouper sandwich is a must.
- The Black Pearl (Dunedin): For when you want something a little extra special—small, elegant, and tucked away from the crowds.
Local seafood, craft cocktails, beachside patios—Clearwater doesn’t disappoint when it comes to romantic meals.
Where to Stay: Rent Smart, Relax More
Hotels are fine. But if you really want space, comfort, and that “home away from home” feeling, renting a condo or private home is the way to go. Especially for couples. You get:
- A kitchen (perfect for lazy mornings or wine + snacks nights)
- More privacy
- A cozy place to unwind between adventures
Clearwater has plenty of rental options, from modern beachfront condos to quiet bungalows just steps from the sand. Booking a vacation rental gives you flexibility—and often better value than a resort.
How to Plan Without Stress
- Pick a weekday arrival if possible: It’s quieter and more affordable.
- Book sunset activities early: Boat tours and waterfront tables go fast.
- Don’t overschedule: Leave room for naps, beach walks, and spontaneous fun.
- Check local events: There’s often live music, markets, or art shows happening downtown.
Final Thought
Clearwater isn’t just beautiful—it’s easy. Easy to get to, easy to explore, easy to enjoy. It’s the kind of place that invites you to slow down, hold hands, and just be together. And when you’ve got the right rental, the right vibe, and just enough sunshine? It might just become your favorite place to return to—again and again.
Picture Credit: Freepik