Some of these cruises may already be bookable online. If you don’t see what you’re looking for, give us a call!
3 or 4 Hour Jolly Mon Sailing Adventure
For some, 2 hours of sailing simply just isn’t long enough! Time passes so quickly when you’re out on the water, feeling the breeze and enjoying the sights. Book a private cruise, and customize the length, 3 or 4 hours, or longer, your choice. Plenty of time to get a real feel for sailing, and cover lots of water. Your Captain will let you take the helm, and teach you about sailing, if you wish! A swim or snorkel stop in season is also an option. Or time it to sail along while watching a Blue Angels practice. Bring a picnic and dine on deck! From $375.
3.5 Hour Jolly Mon Sail and Snorkel Adventure
Climb aboard the Jolly Mon, our 27′ adventure sailboat for a taste of sailing and snorkeling! On this trip, we will stop at one or two nearby snorkel spots in Pensacola Bay and Santa Rosa Sound. We will be snorkeling in shallow water, about 3-4 feet deep. The Captain will assist guests with snorkel gear and snorkeling as needed. Trip includes snorkel gear and instruction. Add more time if you like, as schedule permits. From $425.
Pensacola Beach Booze Cruise
Hop on one of our dolphin cruise boats (Jolly’Ventures, up to 6 passengers, or Jolly Dolphin, up to 25 passengers) for a fun party cruise around Pensacola Bay and Santa Rosa Sound. BYOB, and/or, we’ll dock up at the Tiki Bar! Bluetooth your own music to our rockin’ stereo system, or let the Captain play some fun tunes for you. There are several bars and restaurants accessible by water. From $325.
Doggo Delight Dolphin Cruise and Island Romp
If you’ve brought your four legged family members along on vacation, we have the cruise for you! Bring them along for a dolphin cruise, then a stop at a unique island that will be enjoyed by humans and their furry companions alike. Let the doggos run free, as this island is the perfect place to explore and frolic. $425 for up to 6 guests and their pets. (note: dogs are always welcome on any of our private tours.)
Brunch, Lunch, Dinner, Or Appetizer Cruise on the Jolly Dolphin
For parties up to 25 – custom private trip for a sunset dinner cruise, we can help set up options for food items or you are welcome to bring your own! This boat is best for casual, buffet style or heavy hors d’oeuvres. We work with high quality caterers that can help you plan the perfect feast. Please call us at 850-723-6142 for options and pricing on this cruise.
3 Hour Dolphin Cruise and Snorkeling Excursion
Combine 2 of our most popular activities for a most memorable private family adventure! Spend some time cruising the bay searching for dolphins, seabirds, schools of fish, stingrays, and other wildlife. We will stop at one or two of our Pensacola Bay or Santa Rosa Sound snorkeling spots before or after the dolphin cruise portion of the excursion for some fun under the sea! $450, up to 6 passengers. This cruise may be available on our larger boat for more than 6 passengers. Please call for schedule and pricing.
Half Day 4 Hour Dolphin Cruise, Snorkel Excursion, and Beach Stop Package
The ultimate combo of our most popular activities for an exciting private adventure! Spend some time cruising the bay searching for dolphins, seabirds, schools of fish, stingrays, and other wildlife. Explore a private island, do some beachcombing, shelling, and chilling! We will stop at one or two of our Pensacola Bay or Santa Rosa Sound snorkeling spots before or after the dolphin cruise portion of the excursion for some fun under the sea! $525, up to 6 passengers. This cruise may be available on our larger boat for more than 6 passengers. Please call for schedule and pricing.
Half Day 4 Hour Dolphin Cruise and Beach Bum Excursion
Dolphin cruise, sightseeing tour, stop at remote beaches private islands for swimming, shelling, picnicking. A fun day on the water living local! $475, up to 6 passengers.
Private 2 Hour Brunch Sail
Join us for breakfast on deck! $475 plus brunch fee (varies depending on what options are chosen). We work with several excellent restaurants on Pensacola Beach, ranging from casual to fine dining. Of course, guests are always welcome to bring their own food, and beverages, including wine and beer, are always complimentary.
Sunset dinner cruise aboard Sapphire, a 37’ sailing yacht. Available only on private trips. $525 plus dinner fee (varies depending on what options are chosen.) We work with several excellent restaurants on Pensacola Beach, ranging from casual to fine dining. Cruise is approximately two hours. You are always welcome to bring your own food aboard any of our vessels! Or, let us handle the details. Drinks are always provided. Charcuterie board option is also available, or add champagne and/or a flower bouquet to make your cruise extra special!
Add a gourmet snack plate to your private cruise, starting at $50. Champagne may be added for an extra fee. Contact us for details and options.