Which Orlando Cruises And Boat Tours To Choose? Our Best 16 Picks

Discover the best cruises and boat tours in Orlando, from tranquil sailing to wildlife adventures, with expert insights to help you choose the perfect experience.

The 16 Best Cruises And Boat Tours in Orlando

Orlando might be famous for its theme parks and vibrant attractions, but it offers a surprisingly diverse range of cruises and boat tours that reveal a different side of Central Florida. With lakes, rivers, and nearby coastlines, Orlando’s waterways provide a scenic escape from the busy parks, whether you’re after a relaxing sunset sail, wildlife viewing, or a lively pub crawl on the water. Many tours are family-friendly, accessible, and offer unique experiences like wildlife spotting or private charters. If you’re looking to see Florida from the water, this list covers the best options available, complete with practical insights to help you pick the right trip.

1. Riverboat Sunset Cruise in St Cloud

Riverboat Sunset Cruise in St Cloud

This family-friendly sunset cruise takes you across East Lake Toho, just minutes from Orlando, on the Toho Riverboat Adventures. The 1 hour 30-minute trip offers relaxed scenery, the chance to spot fish, and a laid-back atmosphere with music, snacks, and drinks available for purchase. What sets this cruise apart is its accessibility—it’s handicap and power chair accessible—and the covered roof that protects you from sun and heat. Kids can enjoy board games, making it perfect for families wanting a peaceful water experience without venturing too far from Orlando. The view of the sunset over the second-largest lake in Osceola County is a highlight, creating a memorable, low-key evening. Reviewers praise the captain and crew for their welcoming attitude, making this a top-rated choice for a quick escape from the parks.

Bottom Line: A relaxed, family-oriented sunset cruise with excellent accessibility and a friendly crew, perfect for a quick water break without leaving Central Florida.

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

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

For something more lively, the Pontoon Pub Crawl on Winter Haven’s Chain of Lakes delivers a memorable social experience. Over about three hours, you’ll hop from one lakeside pub to another, enjoying drinks and bites (own expense) at each stop. Your guide, Captain Dave, keeps the trip relaxed and engaging while you soak in the scenery and the sunset. This tour is unique because it combines the fun of a pub crawl with the laid-back vibe of boat cruising—think of it as a floating happy hour with wildlife sightings and scenic views. Guests appreciate the small-group setting and the personalized attention, making it ideal for celebrating special occasions or just enjoying Orlando’s lesser-known lakes.

Bottom Line: A fun, social way to explore Winter Haven’s lakeside bars with a small group, excellent for those wanting a mix of sightseeing and party atmosphere.

3. Private 2-Hour Day Sailing Experience

Private 2-Hour Day Sailing Experience

If you’re after tranquility and a private escape, this 2-hour sailing tour on Lake Fairview offers a peaceful way to enjoy Orlando’s natural beauty. You’ll meet at Lake Fairview Park, hop aboard a 25-foot MacGregor sailboat, and relax as you take in the scenery or learn some sailing basics. The highlight is the chance to see a different side of Orlando—away from theme parks and crowds—while enjoying the fresh air and water. The private setup means a flexible experience tailored to your interests, whether it’s a romantic outing or a family adventure. Many reviewers praise Captain Dan for his friendly explanations and personalized service, making it a top pick for those seeking a quiet, scenic day on the water.

Bottom Line: A serene, private sailing trip perfect for relaxing, learning sailing skills, or simply soaking up the Florida sun in a quiet setting.

4. 90 Minute Pontoon Cruise in Florida

90 Minute Pontoon Cruise in Florida

This 90-minute pontoon cruise on Kissimmee’s lakes offers an accessible way to experience the Florida Everglades and its wildlife. You’ll likely see alligators, turtles, snakes, and a variety of bird species during this easygoing trip. Led by Captain Chris and Evette, the tour combines wildlife spotting with a bit of local history. The cruise is praised for its knowledgeable hosts and the chance to see native wildlife up close. It’s suitable for anyone with mobility concerns and offers a memorable way to explore the natural Florida landscape without venturing deep into the swamp. Some guests even got to witness a SpaceX launch, adding an unexpected thrill.

Bottom Line: An enjoyable wildlife cruise with friendly hosts, ideal for families and wildlife enthusiasts wanting an authentic Florida experience.

5. Private 2-Hour Sunset Sailing Tour on Lake Fairview

Private 2-Hour Sunset Sailing Tour on Lake Fairview

For a romantic or intimate outing, this private sunset sailing on Lake Fairview offers a perfect slice of serenity. Meet at Lake Fairview Park, hop aboard the 25-foot sailboat, and relax while taking in the sunset views most visitors miss. The 2-hour tour allows you to enjoy the scenery with your own small group, and the personalized attention means you can bring your own food and drinks for a custom experience. Many reviews mention how peaceful and beautiful the sunset views are from the water, making it a great choice for couples or families celebrating a special occasion.

Bottom Line: An intimate, sunset-focused sailing trip perfect for couples or small groups wanting a private, scenic moment on the water.

6. Port Canaveral Cruise Transfer to/from Orlando Intl Airport

Port Canaveral Cruise Transfer To/From Orlando Intl Airport

Starting your cruise or returning home is easier with this port transfer service. It offers a comfortable, private vehicle that tracks your flight, ensuring a smooth trip between Orlando International Airport and Port Canaveral. At around 40 to 45 minutes, this transfer provides peace of mind and eliminates the stress of public transport or rental cars. Ideal for those with tight schedules or large groups, the service boasts high ratings for punctuality and professionalism.

Bottom Line: A reliable, hassle-free way to travel between Orlando Airport and Port Canaveral, especially if you prefer private, door-to-door service.

7. Kennedy Space Center with Airboat Ride Swamp Boat

A full-day adventure combining space exploration and wildlife, this tour brings together the Kennedy Space Center with an airboat ride on the St Johns River. It includes a chance to meet an astronaut, explore the Atlantis Shuttle, and experience a 30-minute airboat ride that puts you eye to eye with Florida’s iconic wildlife. The tour is long (about 10 hours), but packed with engaging activities that appeal to science buffs and nature lovers alike. Reviewers mention the guide’s expertise and the thrill of spotting gators and birds in their natural habitat.

Bottom Line: A comprehensive day trip for those interested in space and wildlife, offering a bit of everything in one adventure.

8. Orlando: Private Sunset Sailing Trip on Lake Fairview

Orlando: Private Sunset Sailing Trip on Lake Fairview

This private sunset sailing on Lake Fairview is designed for exclusivity and relaxation. Meet at the boat ramp, then enjoy a 2-hour voyage on a 25-foot MacGregor sailboat, perfect for a romantic evening or small family gathering. Guests love the opportunity to sail, learn from the crew, and witness the beautiful sunset reflections on the water. The experience is tailored to your preferences, with many reviewers describing it as “amazing” and “beautiful,” making it a top choice for a special occasion.

Bottom Line: An intimate, customizable sunset cruise ideal for romantic dates or personal reflection on the water.

9. Sea Screamer Boat Cruise in Clearwater Beach with Transport

Sea Screamer Boat Cruise in Clearwater Beach With Transport

While technically a bit of a journey from Orlando, the Sea Screamer offers an exhilarating speedboat ride in the Gulf of Mexico. This full-day tour includes transportation, making it a great option for travelers craving a lively adventure. The 1-hour ride features dolphin sightings, ocean spray, and a high-speed thrill that appeals to families and thrill-seekers. Many reviews highlight the abundant dolphin encounters, with one calling it “lots of fun” and “worth it” for the experience.

Bottom Line: A lively, dolphin-filled speedboat trip, suitable for families and those wanting a high-energy day at the coast.

10. Small Group Silver Springs State Park 1-Day Tour from Orlando

Silver Springs and Glass-Bottom Boat Tour From Orlando

This small-group tour combines the natural wonder of Silver Springs with a historic glass-bottom boat ride. For about nine hours, you’ll explore one of the largest artesian springs in the U.S., with the added bonus of kayaking, paddleboarding, or hiking. The tour’s intimacy allows for personalized attention, and many reviews mention the knowledgeable guide and the chance to see native fish, artifacts, and even movie props from Hollywood’s past. It’s perfect for travelers wanting an immersive day into Florida’s natural and cultural history.

Bottom Line: An educational and scenic day exploring Florida’s waters and history, especially suited for nature lovers and curious travelers.

11. Brightline Orlando Train Station to Port Canaveral Cruise Ships

Brightline Orlando Train Station to Port Canaveral Cruise Ships

This train transfer offers a fast, stylish way to get from Orlando to the cruise port. With a journey time of about 1 hour 30 minutes, it provides a smooth, comfortable ride with high ratings for reliability and ease. It’s perfect for travelers who prefer a stress-free, scenic journey without the hassle of driving or waiting in lines. The service is especially convenient if your cruise departs from Port Canaveral, adding a touch of sophistication to your travel plans.

Bottom Line: A modern, comfortable alternative to road transfers, ideal for travelers seeking convenience and a touch of luxury.

12. Orlando: Sailing Tour with Certified Sailing Instructor

Orlando: Sailing Tour With Certified Sailing Instructor

This 2-hour sailing tour provides a hands-on experience sailing a 25-foot MacGregor boat. Led by a certified instructor, it’s perfect for those eager to learn or improve their sailing skills during their Orlando trip. Many reviewers mention how friendly and knowledgeable the instructor is, and the chance to become involved in steering and rigging makes it different from passive tours. It’s best suited for beginners or those looking to add a practical skill to their trip.

Bottom Line: A practical, engaging sailing lesson for beginners and anyone wanting a participative water experience.

13. Enjoy a Pontoon on our beautiful Lake Bryan

2-hour Private Pontoon Boat Rental on Lake Bryan

Looking for pure leisure? This private pontoon rental allows you to cruise Lake Bryan with up to 10 friends or family. For two hours, you’ll enjoy a relaxed ride, with options to bring your own food and drinks, and even a driving lesson for those interested. The boat holds up to 12 people, making it perfect for groups seeking a laid-back day on the water. Reviewers emphasize the pleasant experience and great customer service, making it a top pick for casual fun.

Bottom Line: A flexible, private boat rental ideal for groups seeking total freedom on a peaceful lake.

14. Port Canaveral Cruise Terminal Transfers

Port Canaveral Cruise Terminal Transfers

For budget-conscious travelers, this shared shuttle offers reliable transportation between Orlando and Port Canaveral for about $31. Travel time varies from 45 minutes to an hour, and the service is praised for its punctuality and comfort. It’s perfect if you’re looking to save money and don’t need a private ride, especially during busy cruise seasons.

Bottom Line: An affordable, dependable shuttle option for those wanting to economize on their transfer.

15. Oneway/Roundtrip: Port Canaveral Cruise to Orlando Intl Airport

Private Transfers From Port Canaveral Cruise to Orlando Airport

This private transfer guarantees a smooth trip between Port Canaveral and Orlando International Airport for $110 per person. With a travel time of about 45 to 50 minutes, it offers peace of mind—drivers track flights to avoid delays. It’s especially useful for tight schedules or larger groups needing reliable, door-to-door service.

Bottom Line: A trustworthy, private transfer that ensures you get to the airport on time after your cruise.

16. See the real Florida with a Private Nature and Wildlife Boat Tour

See the Real Florida With a Private Nature and Wildlife Boat Tour

For a personalized encounter with Florida’s wildlife, this private boat tour offers a 2 to 3-hour experience exploring natural waterways. Expect to see native animals, beautiful landscapes, and learn about the local ecosystem. It’s suitable for those who want a quiet, customized trip with a knowledgeable guide, and it promises a chance to cherish Florida’s natural beauty away from crowded tourist spots.

Bottom Line: A tailored, nature-focused boat tour perfect for wildlife lovers seeking an intimate, educational experience.

How to Choose the Right Cruise or Boat Tour in Orlando

When selecting from Orlando’s diverse water excursions, consider your budget, time constraints, and interests. For serene, intimate experiences, private sailing trips (like the Private 2-Hour Day Sailing) or Sunset Sailing are ideal. If wildlife and nature are your passion, the Wildlife Boat Tour or Kissimmee Pontoon are top choices.

For those wanting a mix of entertainment and scenery, the Pontoon Pub Crawl offers a lively social outing, while the Sea Screamer provides a fun coast adventure. Budget travelers will appreciate the Port Canaveral Shuttle or shared transfers for affordable options.

Timing is also key. Sunset cruises are best in the evening, while wildlife tours are often most active in the mornings. Book early, especially during peak seasons, to secure your preferred time slot.

Final Thoughts

Orlando’s water tours cover everything from peaceful sails to wildlife adventures and lively pub crawls. For a relaxed, scenic experience, the Riverboat Sunset Cruise or Private Sunset Sailing are highly recommended. Families and wildlife enthusiasts will enjoy the Kissimmee Pontoon or the Silver Springs Day Tour.

If you want a more energetic day, the Sea Screamer offers a fun coast trip, while the Kennedy Space Center combines space exploration with swamp wildlife. Be sure to plan ahead and book early—these experiences fill quickly in peak season.

No matter your style, Orlando’s waterways have a memorable journey waiting for you.