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CLEARWATER & ST. PETERSBURG FLORIDA
Stunning Gulf of Mexico sunset viewed from a private boat charter near Clearwater and St. Petersburg Florida
Clearwater & St. Petersburg, Florida

Private Sunset Cruises

Watch the Gulf of Mexico sky turn gold, orange, and pink from your own private boat. No crowds, no strangers — just your group and one of the most beautiful sunsets on Florida's Gulf Coast.

Tessa the Wayward Key Tours sea turtle mascot on the beach at sunset near Clearwater Florida

"I've watched every sunset on this Gulf. Trust me — you want to be on the water for this one."

— Tessa, your Gulf Coast guide 🐢
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Timed Around SunsetDeparture times shift seasonally so you always catch the best light on the water
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Fully PrivateYour group only — no strangers, no public boat, no shared experience
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Photo-Worthy ViewsGolden skies, water reflections, and coastal silhouettes worth capturing
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Bring Something SpecialCooler and ice provided — bring wine, champagne, or your favorite drinks
What to expect

What a Private Sunset Cruise Looks Like

A 2.5-hour evening on the Gulf of Mexico, timed around golden hour. Relaxed cruising, stunning coastal views, and a sky you won't forget.

Golden hour sunset over the Gulf of Mexico on a private sunset cruise near Clearwater Florida

🌅 Golden Hour on the Gulf

The soft evening light and brilliant coastal colors that make sunset on these waters feel unlike anywhere else in Florida

Scenic evening cruise near the Sunshine Skyway Bridge on a private sunset charter near St. Petersburg Florida

Scenic Cruising

Open water, coastal landmarks, and a calm end-of-day atmosphere — the route itself is part of the experience

Beautiful Gulf Coast sunset viewed from a private charter boat near Clearwater Florida

Relaxed Evenings

Quiet, laid-back, and personal — perfect for couples, families, or a small group wanting to unwind on the water

Beautiful sunset sky over the Gulf waters near Clearwater and St. Petersburg Florida

Photo-Worthy Moments

Glowing skies, water reflections, silhouettes — every sunset is different and worth capturing

Dolphins at sunset on a private cruise near Clearwater and St. Petersburg Florida

A Special Way to End the Day

A private sunset cruise offers a peaceful, memorable way to experience Florida's Gulf Coast that most visitors never get to see

Perfect For Every Occasion

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Couples & Romance

Anniversaries, proposals, date nights, and romantic evenings on the Gulf

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Honeymoons

A private sunset cruise is one of the most memorable ways to celebrate a new marriage

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Bachelorette Parties

Celebrate on the water with your closest friends and a stunning Gulf sunset backdrop

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Birthdays & Celebrations

A sunset charter makes any birthday or milestone feel genuinely special

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Families & Friends

A relaxed evening on the water that works for all ages up to 6 guests

Couple enjoying a private sunset cruise on the Gulf of Mexico near Clearwater and St. Petersburg Florida

More Than Just a Sunset Boat Ride

Your group. Your pace. Your evening.

Wayward Key Tours offers a private sunset charter for guests who want more than a crowded public cruise. Instead of sharing the boat with strangers, your group gets a peaceful, personal evening experience built around you — timed around golden hour so you never miss the best light.

Captain Keith knows the local waters and the scenic evening routes that showcase Florida's Gulf Coast at its most beautiful. Whether you are celebrating a milestone, planning a romantic evening, or simply want a memorable way to end the day on the water — this is that experience.

  • Private charter — your group only, no strangers
  • Timed around the actual sunset for the best light
  • Departure times shift seasonally — always accurate
  • Cooler and ice provided — bring drinks to toast
  • Restroom onboard for a comfortable 2.5-hour cruise
  • Locally owned and veteran operated

Tour Details

Everything you need to know before you book

Private sunset cruises are approximately 2.5 hours and depart in the early evening, timed around the actual sunset for your charter date. Departure times shift throughout the year — your booking confirmation will include the specific departure time. Captain Keith knows the best evening routes for sunset views and will often include sightseeing along the Clearwater or St. Petersburg waterfront on the way out.

Couple enjoying a private sunset cruise on the Gulf of Mexico near Clearwater and St. Petersburg Florida

Charter Details

Charter Length2.5 hours — timed around sunset
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Pricing$350 flat rate for up to 6 guests
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DepartureClearwater or Maximo Park, St. Pete
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Group SizePrivate — up to 6 guests
Best ForCouples, honeymooners, celebrations, families
IncludedCooler & ice, Bluetooth music, fresh water shower, restroom
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What to BringDrinks, snacks, light layers, sunglasses, camera
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Questions? Call or text 727-355-3717

Frequently Asked Questions

What is a private sunset cruise near Clearwater Florida?
A private sunset cruise near Clearwater is a boat charter reserved exclusively for your group, timed around the evening sunset on the Gulf of Mexico. Instead of sharing the boat with strangers on a public cruise, your group gets a relaxed, scenic, and personal experience on the water as the sky transitions through golden hour. Wayward Key Tours departs from both Clearwater and St. Petersburg.
How long is the sunset cruise and what time does it leave?
Private sunset cruises are approximately 2.5 hours. Departure times shift throughout the year based on the actual evening sunset for your charter date — your booking confirmation will include the specific time. This ensures you are always on the water for the best light, whether it is a summer evening or a winter sunset.
How much does a private sunset cruise cost near Clearwater?
A private sunset cruise is a flat $350 for up to 6 guests — your group only, no strangers. To book or check availability call or text 727-355-3717 or book online through FareHarbor.
Is a private sunset cruise good for couples and romantic occasions?
Yes. Private sunset cruises are one of the most popular options for couples, honeymooners, anniversary celebrations, and proposals. The private charter means you have the entire boat to yourselves — just the two of you, the Gulf of Mexico, and a beautiful evening sky. Many guests bring wine or champagne to toast the occasion on the water.
Is a private sunset cruise good for bachelorette parties and group celebrations?
Yes. Private sunset cruises are also popular for bachelorette parties, birthday celebrations, anniversary trips, post-wedding recovery days, and friend group outings. The boat accommodates up to 6 guests privately and you are welcome to bring drinks, music, and snacks to make the evening feel special.
Can we bring drinks on the sunset cruise?
Yes. Guests are welcome to bring drinks, wine, champagne, snacks, and food to enjoy during the cruise. A cooler and ice are provided. The sunset cruise is a wonderful opportunity to bring something special to toast the evening on the Gulf.
What is the best time of year for a sunset cruise near Clearwater?
Sunset cruises near Clearwater and St. Petersburg are beautiful year-round. Summer offers dramatic warm skies and longer days. Fall and spring bring comfortable temperatures and vivid sunset colors. Winter sunsets are often stunning with clear skies and uncrowded water. Departure times shift seasonally to always match the actual sunset.
Does the sunset cruise include sightseeing?
Yes. The route naturally includes scenic views of the Clearwater and St. Petersburg coastline, open Gulf water, and the changing evening sky. Captain Keith knows the best evening routes and often includes sightseeing along the waterfront on the way out before transitioning into open water for golden hour.
Where does the private sunset cruise depart from?
Wayward Key Tours departs from two locations. The Clearwater departure gives access to Gulf-facing sunset views over the open water near Caladesi Island and Honeymoon Island. The Maximo Park departure in St. Petersburg gives access to Tampa Bay and Gulf sunset views. Captain Keith confirms the departure location when your booking is confirmed.
Is there a restroom onboard the sunset cruise?
Yes. Wayward Key Tours operates a 23-foot WorldCat SD 230 catamaran with a restroom onboard, making the 2.5-hour evening cruise comfortable for couples, families, and groups of all ages.
Tessa the Wayward Key Tours sea turtle mascot on the beach at sunset near Clearwater Florida

Ready to See Florida's Gulf Coast Sunsets?

"Best seat in the house. Every single night." — Tessa 🐢

Book your private sunset cruise in Clearwater or St. Petersburg. Your group, your evening, Captain Keith — and a Gulf Coast sky that never looks the same way twice.

Book Your Private Charter → Questions? Call or text 727-355-3717 · contact@waywardkeytours.com