1.5–2 hours · Jolly Dolphin
Dolphin Cruise & Scenic Bay Tour
Day or sunset on the 42-footer.
| Adult | $35 |
|---|---|
| Child | $25 |
Editorial spotlight · Pensacola Beach
2026 Sunshine Awards nomineeBest Dolphin Cruise
Jolly Sailing & Dolphin Cruise
A family company that started with one 27-foot sailboat in 2011 and now runs three tritoons and a 42-foot dolphin boat out of Pensacola Beach, with a 49-passenger catamaran on the way. Shared dolphin cruises from $35, full shade and complimentary bottled water on every boat, BYOB for anyone 21 and up.
- Dolphin cruise
- $35
- Private tritoon
- from $295
- 5.0
- Reviews
- 2,137
Editorial spotlight. Jolly Sailing & Dolphin Cruise is a nominee in the 2026 Sunshine Awards. They did not pay for this page and had no say in it. We earn a commission when you book through the links here; your price is the same.
The operation
From the Jolly Mon to a fleet
Owners Jim and Cindy Bielinski established the company in 2011, per the About page, with the Jolly Mon, a 27-foot American Mariner sailboat still in service for sails and snorkel trips. The fleet now includes Jolly’Ventures (26-foot tritoon, six guests), Jolly Roger (24-foot tritoon, six) and Jolly Dolphin, a 42-foot tritoon passenger vessel for 28. The site says a new 49-passenger dolphin cruise catamaran is being built.
Trips run in the protected water of Santa Rosa Sound and Pensacola Bay. Reviewers name Captains Carson, Roger and Jim, and crew Mary, Kurt and Cindy. The Blue Angels cruises time the dolphin run to the squadron’s practice days over the beach.
“It’s not just a job, it’s a lifestyle that we enjoy sharing with visitors to Pensacola Beach and residents of the Pensacola Bay Area.”
- JB
Owner, captain
Jim Bielinski
- CB
Owner
Cindy Bielinski
Owners as named on the About page. Reviewers mention Captains Carson and Roger, and crew Mary and Kurt.
The one to book
Private Powerboat Dolphin Cruise
A six-guest tritoon with your own captain for a dolphin and scenic bay run, sold by the seat or by the boat. Full shade, restroom, bottled water, and your own cooler welcome.
Add a beach stop for $425 per boat, or a snorkel and beach excursion over four hours for $495.
| Adult seat | $65 |
|---|---|
| Child seat | $45 |
| Whole boat | $295 |
Checked against FareHarbor on October 1, 2026.
Check AvailabilityThe boats
Four boats, one on the way
Per the About page. All have shade, cushioned seating, restrooms and complimentary bottled water.
Jolly Dolphin
- Type
- 42-ft tritoon passenger vessel
- Guests
- 28
Jolly’Ventures and Jolly Roger
- Type
- 26-ft and 24-ft tritoons
- Guests
- 6 each
Jolly Mon
- Type
- 27-ft American Mariner sailboat
- Guests
- Up to 6
Book it
Cruises and sails
Shared cruises per person; private trips per boat for up to six. Checked against FareHarbor on October 1, 2026.
2 hours · Up to 6
Private or Semi-Private Powerboat Dolphin Cruise
A tritoon by the seat or the boat.
| Adult | $65 |
|---|---|
| Whole boat | $295 |
2 hours · Up to 6
Jolly Mon 2 Hour Sunset Sail
The original boat at golden hour.
| Per person | $99 |
|---|---|
| Whole boat | $325 |
Practice days · 28 guests
Jolly Dolphin Blue Angels Practice and Dolphin Cruise
Dolphins, then the Blue Angels overhead.
| Adult | $55 |
|---|---|
| Child | $45 |
Practice days · Up to 6
Private Powerboat Blue Angels and Dolphin Cruise
The air show from your own tritoon.
| Adult | $89 |
|---|---|
| Whole boat | $425 |
4 hours · Up to 6
Private 4 Hr Dolphin Cruise, Snorkel, Beach Excursion
Dolphins, a shallow-water snorkel and a beach stop.
| Adult | $95 |
|---|---|
| Whole boat | $495 |
Before you go
Know before you go
Departure
655 Pensacola Beach Blvd, Slip 20, Pensacola Beach.
Cancellation
24 hours notice; weather calls are the captain’s, with a reschedule or refund if the trip is cancelled.
Drinks
BYOB for guests 21 and up, cans rather than glass; coolers welcome. Bottled water is complimentary.
Blue Angels
Practice cruises run only on the squadron’s published practice days; check the calendar.
Reviews
What guests say
- 5.0Google2,137 reviews as of October 1, 2026
- 2011SincePer the About page
- 4BoatsPlus one being built
Reviewers praise the crew, the dolphin pods, the shade and the free water; no recurring complaint surfaced.
Questions
Good to know
Where does it leave from?
Slip 20, 655 Pensacola Beach Blvd.
What does it cost?
From $35 per adult on the Jolly Dolphin. Checked October 1, 2026.
Can we bring drinks?
Yes, for guests 21 and up; cans, not glass.
Is there a restroom?
On every boat, per the FAQ.
Dolphins on the Sound since 2011
Shared cruises from $35, your own tritoon from $295.
Check Availability