Category Sailing, Pontoon & Scenic Cruises

Orlando · SAILING, PONTOON & SCENIC CRUISES

The Top 8 Sailing, Pontoon & Scenic Cruises in Orlando

8 reviewed

Riverboat Sunset Cruise in St Cloud

Riverboat Sunset Cruise in St Cloud - The 90-Minute Cruise Experience: Covered Deck, Music, and Easy Views

1.Riverboat Sunset Cruise in St Cloud

★★★★★★★★★★5.0 · 252 reviews · from $50Our pick

Ride a covered riverboat on East Lake Toho in St. Cloud for an easy, family-friendly sunset cruise with onboard music and drinks for sale.

“Breath taking sun set accompanied by friends and family. Super friendly staff and great music. Definitely worth the price!”

Check availability →Read our full review

Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat

Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat - Your 3-hour rhythm on the Winter Haven Chain of Lakes

2.Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat

★★★★★★★★★★5.0 · 105 reviews · 3 hours (approx.) · from $90

Cruise Winter Haven’s Chain of Lakes on a pontoon pub crawl, stopping at 5 lakeside bars for food, drinks, wildlife, and sunset views.

“Fantastic experience. A lovely way to learn about the history of the area while enjoying some drinks with the locals. The host is fantastic and easy to talk to. Definitely will be coming back in the future!”

Check availability →Read our full review

Tour of Lakes Escape by Personal Catamaran

Tour of Lakes Escape by Personal Catamaran - Driving the Catamaran: Easy to Learn, Still Exciting

3.Tour of Lakes Escape by Personal Catamaran

★★★★★★★★★★5.0 · 97 reviews · from $95

Captain your own catamaran on Clermont’s lakes and rivers, with radio-guided wildlife commentary and a hammock stop at Cypress Cove.

“Excellent fun for family, fun little boats no experience need to drive. Nate was a great tour guide. Little bit of history and trivia. Fun for all!”

Check availability →Read our full review

Private 2-Hour Day Sailing Experience

Private 2-Hour Day Sailing Experience - Cockpit comfort, dry storage, and what to bring from Orlando

4.Private 2-Hour Day Sailing Experience

★★★★★★★★★★5.0 · 46 reviews · 2 hours (approx.) · from $89

A private 2-hour sail on Lake Fairview from Orlando with a friendly captain, calm views, and a hands-on sailing lesson.

“It was very quiet and relaxing experience! Dan was very informative and knows sailing very well and very entertaining!!”

Check availability →Read our full review

Private 2-Hour Sunset Sailing Tour on Lake Fairview

Private 2-Hour Sunset Sailing Tour on Lake Fairview - Step-by-step boarding: meeting at the Lake Fairview Boat Ramp

Sea Screamer Boat Cruise in Clearwater Beach with Transport

Sea Screamer Boat Cruise in Clearwater Beach with Transport - Price and What $129 Really Buys

6.Sea Screamer Boat Cruise in Clearwater Beach with Transport

★★★★★★★★★★4.5 · 34 reviews · 11 hours (approx.) · from $129

Orlando to Clearwater Beach by shuttle, then a Sea Screamer speedboat ride with dolphin spotting, beach time, and optional lunch.

“We had a great time on the Sea Screamer! The crew was amazing and the experience was definitely worth it. We got to see so many dolphins on the trip and it was a good way to keep cool even in that Florida heat between the wind and the ocean mist. Would highly recommend!”

Check availability →Read our full review

Florida: 90 Minute Everglades Cruise

Florida: 90 Minute Everglades Cruise - Where You Start: Big Toho Marina Check-In and the Ride Out

7.Florida: 90 Minute Everglades Cruise

★★★★★★★★★★4.8 · 33 reviews · 1h 30m · from $55

90-minute Everglades eco cruise from Big Toho Marina for $55: learn the ecosystem, spot alligators and birds, and grab lasting photos.

“captain Chris was fantastic had a great time very informative with everything well done everyone”

Check availability →Read our full review

Dining Cruise Experiences on St Johns River from Sanford Florida

Dining Cruise Experiences on St Johns River from Sanford Florida - Choosing Your Entree: How the Menu Works on Board