Savor the Siesta Key sunset with a captain; fuel for coastal cruising included
3–8 hrs
Up to 13 people
Captain, Fuel for cruising, Water
Catch the world-famous Siesta Key sunset on a private cruise aboard a 38ft Sea Ray. Your captain customizes the outing for a scenic evening and a smooth ride back after dusk.
Price includes up to 6 guests; maximum 13 guests. Bring only small soft coolers. No spray sunscreen, red wine, or glass beer bottles; lotion sunscreen without oils, bronzers, or glitter is preferred. Gratuity is not included; a customary 20% tip is suggested.
Day charters: Cancel up to 5 days before departure for a full refund, less credit card processing fees. Within 5 days, bookings are non-cancelable by the guest and may only be canceled for weather or mechanical issues; if so, you may reschedule or receive a full refund. Multi-day charters: Cancel up to 30 days for a full refund, less credit card fees; within 30 days only for weather or mechanical issues.
Discover what we've curated for you
With a flawless reputation across hundreds of reviews, this Sarasota charter operation consistently delivers memorable experiences on the water. Guests rave about the diverse fleet that includes both power boats and sailboats, with vessels like the Exit Strategy and Memory Maker earning particular praise for their amenities and comfort. The captains and crew members stand out repeatedly, with names like Captain Bill, Captain Luke, Captain Jorge, and crew member Grace mentioned for their professionalism, local knowledge, and warm personalities. They handle everything from dolphin and manatee sightings to sunset cruises with genuine care. What makes this company special is their versatility. They've successfully handled intimate celebrations, larger family gatherings with kids, memorial services, and even an engagement, adapting seamlessly to each occasion. The boats come equipped with entertainment systems, comfortable lounging areas, and optional water toys like SeaBobs. Multiple reviewers mention returning for repeat charters, which speaks volumes about the quality and consistency of service you can expect.
Once again, a top notch charter. We had Captain Trevor and Grace as steward on our most recent charter. A very relaxed crew that took great care of our group. We have chartered 3 different boats over the years with Kokomo, always the best experience all the way around. They have a great selection of boats to fit your needs. We have always chartered power boats but feeling strong interest in the sailboat for our next outing! Nothing beats a day on the water without all the headache!
Shelly schenkel
January 2, 2026
Once again, a top notch charter. We had Captain Trevor and Grace as steward on our most recent charter. A very relaxed crew that took great care of our group. We have chartered 3 different boats over the years with Kokomo, always the best experience all the way around. They have a great selection of boats to fit your needs. We have always chartered power boats but feeling strong interest in the sailboat for our next outing! Nothing beats a day on the water without all the headache!
Shelly schenkel
January 2, 2026