Sunset Cruise
A calm golden-hour ride for couples, families, photos, proposals, anniversaries, and guests visiting Sarasota.
Private boat charters in Sarasota
Private Sarasota boat charters for sunsets, sandbars, dolphins, and island hopping.
Explore Midnight Pass, Siesta Key, Lido Key, Longboat Key, hidden coves, and pristine Gulf Coast water with a licensed local captain.
Licensed & insured
40+ years local experience
Private trips for up to 6 guests
Built for relaxed, private Sarasota boat days
Chasing the Sun Charters is for groups who want the water without the crowd: sunset cruises, dolphin watching, sandbar stops, swimming, shelling, shark tooth hunting, waterfront bar hopping, and private celebrations.
Your trip is guided by Captain Robby, a native Sarasotan and Certified Master Captain with decades of local boating experience.
Donzi 30ZF
Fast, comfortable center console with shade, Bluetooth audio, cooler space, swim ladder, and freshwater rinse.
Popular private charter trips
Choose a favorite or ask Captain Robby to build the day around your group.
Dolphins & Wildlife
Cruise coastal waterways looking for dolphins, manatees, birds, and the quiet corners locals know best.
Sandbars & Islands
Anchor up to swim, float, shell, explore barrier islands, or enjoy a private day away from the beach crowds.
Find the right Sarasota charter
Planning around a specific destination or trip style? These guides answer the questions people ask before they book.
Sarasota Private Boat CharterPrivate custom trips for families, couples, and groups.
Sarasota Sunset CruiseGolden-hour cruises, proposals, anniversaries, and photos.
Siesta Key Boat CharterSandbars, beaches, shelling, and nearby coastal water.
Sarasota Sandbar CharterSwim, float, relax, and anchor away from the beach crowds.
Dolphin Cruise SarasotaWildlife-focused cruising through local waterways.
What is included
Certified Master CaptainLicensed, insured, safety-first operation.
Water, ice & light snacksBring your own food and drinks too.
Bluetooth sound systemSet the mood for a sunset, party, or relaxed cruise.
Comfort amenitiesShade, lounge seating, swim ladder, freshwater rinse, and cooler space.
Reviews and local listings
Before you book, you can verify the business through public travel listings and review platforms. We are keeping this section tied to real profiles rather than inventing testimonials.
Fastest way to book: call or text
Tell us your preferred date, group size, and the kind of day you want. We will confirm availability, departure details, weather, and the right trip length.
Simple charter pricing
Start with the trip length that fits your group. Pricing includes the captain, fuel, private use of the boat, water, ice, light snacks, safety gear, and room for up to 6 guests.
$150/hr Hourly
$300 Weekday sunset special
$500 Half day
Sunset slots and weekends book fastest, especially around holidays and peak visitor weeks.
See Full PricingCheck charter availability
Send the key trip details in one step: preferred date, backup date, group size, trip style, and notes for Captain Robby.
- Good for sunset cruises, sandbar days, dolphins, and custom private charters.
- Fastest for weekend, holiday, and short-notice availability checks.
Local captain, local water
Captain Robby brings 40+ years of Sarasota boating knowledge to each private charter. He knows the routes, sandbars, wildlife areas, sunset timing, and backup plans that make a day on the water feel easy.
Serving Sarasota, Siesta Key, Lido Key, Longboat Key, Venice, Bradenton, Midnight Pass, and nearby Gulf Coast destinations.
Meet the Captain