Orlando’s waterways reveal Florida’s natural beauty through several excellent boat experiences. The standout tours include East Lake Toho’s sunset cruises, where you’ll spot wildlife while enjoying golden hour views. We love the pontoon pub crawl – it’s a perfect blend of local culture and laid-back fun, connecting you with authentic waterfront eateries. For families, the private sailboat excursions offer intimacy and flexibility, while the Gulf Coast pirate cruise delivers theatrical fun with included lunch.
Let’s explore our carefully selected boat tours in Orlando.
Key Points
The Holiday Sunset Cruise in St. Cloud offers a family-friendly riverboat tour with scenic views, music, and accessibility features for a 1.5-hour experience.
The Pontoon Pub Crawl in Winter Haven provides a unique boat tour visiting five lakeside pubs and restaurants, with a high recommendation rate and opportunity to sample local cuisine.
The Private Family-Friendly Sailboat Trip on Lake Fairview offers a 2-hour sailing experience with instruction, accommodating up to 4 adults, and providing a peaceful escape from theme parks.
The Clearwater Beach Pirate Cruise Adventure offers a 2-hour pirate-themed cruise along the Gulf Coast with interactive entertainment, lunch, and the opportunity to explore Clearwater Beach.
Private pontoon boat rentals and cruises on lakes like Lake Bryan and Lake Eloise offer versatile options for groups up to 12 people, with accessibility and various cruise times.
Holiday Sunset Cruise in St Cloud
The Holiday Sunset Cruise in St. Cloud, Florida, is a family-friendly riverboat tour that offers stunning views of East Lake Toho.
With a USCG Master Captain and crew, the cruise provides a relaxing 1.5-hour experience, complete with scenic vistas, on-board music, and opportunities for photography.
The boat is handicap and powerchair accessible, and guests can enjoy snacks, drinks, and board games during the journey.
The cruise departs from 1402 Lakeshore Blvd and receives exceptional reviews, with a 5.0-star rating from 249 travelers.
Priced from $50 per person, the cruise offers flexible booking options and a hassle-free cancellation policy.
Read our full review: Holiday Sunset Cruise in St Cloud Review
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Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat
Departing from the tranquil waters of Tanners Lakeside Restaurant & Bar in Winter Haven, Florida, the Pontoon Pub Crawl offers a unique opportunity to explore five lakeside pubs and restaurants by boat.
With a knowledgeable captain providing local insights and fun facts, this 97% recommended experience allows visitors to sample regional cuisine, meet friendly locals, and enjoy the scenic boat ride through the lakes and canals.
Suitable for couples, friends, and groups, the Pontoon Pub Crawl is praised for its friendly captain, enjoyable atmosphere, and a refreshing change of pace from Orlando’s typical tourist spots.
Read our full review: Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat Review
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Orlando: Lake Fairview Private Family-Friendly Sailboat Trip
Visitors seeking a tranquil escape from Orlando’s bustling theme parks can embark on a private family-friendly sailboat trip around Lake Fairview.
This 2-hour experience aboard a comfortable 25-foot MacGregor sailboat offers the opportunity to learn sailing basics from an experienced guide. With seating for up to 4 adults, the cabin provides additional space and dry storage.
Travelers can relax or assist in sailing while enjoying the scenic lake views. The tour has received excellent reviews, with a 100% traveler recommendation and a Badge of Excellence.
Bottled water, life jackets, and towels are provided, making this a convenient and enjoyable way to experience the beauty of Orlando’s natural landscapes.
Read our full review: Orlando: Lake Fairview Private Family-Friendly Sailboat Trip Review
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Clearwater Beach Pirate Cruise Adventure With Lunch & Transport From Orlando
From Orlando, travelers can embark on a thrilling pirate cruise adventure to Clearwater Beach. This excursion includes round-trip transportation from Orlando and a 2-hour pirate-themed cruise along the Gulf Coast.
Guests can enjoy a delicious lunch while taking in the stunning views of the Clearwater coastline. The pirate-themed entertainment includes interactive shows, music, and the opportunity to spot dolphins swimming in the waters.
Visitors can also explore Clearwater Beach’s white sand beaches and charming shops and restaurants before the return trip to Orlando. This family-friendly experience offers a unique and memorable day trip from the theme park capital of the world.
Read our full review: Clearwater Beach Pirate Cruise Adventure With Lunch & Transport From Orlando Review
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Private 2-Hour Sunset Sailing Tour on Lake Fairview
Tucked away on the serene waters of Lake Fairview, a private 2-hour sunset sailing tour offers Orlando visitors a tranquil escape from the city’s bustling theme parks.
Priced from $89 per person, this highly-rated experience accommodates up to 4 adults with comfortable seating, a cabin, and a cooler for guests’ refreshments.
Led by an experienced guide and sailing instructor, the tour features breathtaking views of the sunset, engaging conversations, and the opportunity to learn about sailing.
Reviewers praise the tour’s intimate setting, knowledgeable guide, and the overall relaxing and scenic experience on the water.
Whether you’re looking to unwind or explore a new activity, this sunset sail is an excellent choice for a memorable outing in Orlando.
Read our full review: Private 2-Hour Sunset Sailing Tour on Lake Fairview Review
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Sea Screamer Boat Cruise in Clearwater Beach With Transport
This full-day adventure from Orlando to Clearwater Beach allows visitors to cruise aboard the Sea Screamer, the largest speedboat on the east coast of the USA.
The 1-hour ride in the Gulf of Mexico offers opportunities to see dolphins and marine wildlife. Travelers can also explore Clearwater Beach and have lunch at a local restaurant.
The tour includes round-trip transportation, hotel pickup and drop-off, and the Sea Screamer boat ride admission. With a maximum of 50 travelers, the experience is a popular choice due to its friendly crew and enjoyable atmosphere.
While some suggest extending the ride for more thrills, families and individuals generally find the cruise fun and exhilarating.
Read our full review: Sea Screamer Boat Cruise in Clearwater Beach With Transport Review
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2-hour Private Pontoon Boat Rental on Lake Bryan
Visitors can embark on a 2-hour private pontoon boat rental on the serene Lake Bryan in Orlando, Florida. The boat can accommodate up to 12 people, making it suitable for families and groups of all ages.
The rental includes life vests, gas, beach access, complimentary parking, fishing poles, and gear. Guests can bring their own food and drinks, and there’s a cooler on board.
Drivers must be over 18, and a boater’s education course may be required. The activity ends back at the meeting point, with hotel pick-up and drop-off available.
A pre-authorization of $500 is required for potential physical damage.
Read our full review: 2-hour Private Pontoon Boat Rental on Lake Bryan Review
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Lake Eloise Private Pontoon Cruise From Winter Haven – Orlando
Set out on a serene 1-hour private pontoon cruise on Lake Eloise, part of the Winter Haven Chain of Lakes near Orlando.
This private setting offers unobstructed views of LEGOLAND® and local wildlife, including alligators. Relax under the Bimini sun top as the pontoon boat glides through the calm waters.
The experience features multiple cruise times for flexibility, and private transportation is included. The cruise departs from Briscoes Ride Center Inc. in Winter Haven, and ends back at the meeting point.
Wheelchair accessibility, stroller access, and allowance for service animals make this cruise suitable for most travelers.
With a 4.5-star rating from 5 reviews, this is an excellent choice for a private, peaceful boat tour.
Read our full review: Lake Eloise Private Pontoon Cruise From Winter Haven – Orlando Review
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Clearwater Beach Day Tour and Dolphin Watch Boat From Orlando
A popular day tour from Orlando, the Small Group Clearwater Beach & Dolphin Watch tour takes guests on an excursion to the picturesque Clearwater Beach.
The tour includes round-trip transportation, a professional driver and guide, and food and beverage, with prices starting at $105.97 per person.
While the tour isn’t wheelchair accessible, it’s stroller-friendly and welcomes children under 8 with the rental of a booster seat.
Guests can expect a mixed experience, with some praising the service and others reporting issues with the driver and weather-related changes.
The tour operator can be contacted for any service complaints.
Read our full review: Clearwater Beach Day Tour and Dolphin Watch Boat From Orlando Review
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For travelers heading to a cruise departure from Port Canaveral, the private transfer service from Orlando International Airport (MCO) offers a convenient and stress-free option.
This service provides a one-way connection, eliminating the need to rent a car. Passengers can skip crowded shuttle and taxi lines and relax in an air-conditioned vehicle exclusively for their group.
The service tracks flights to ensure timely pickup, even accommodating any delays. Priced from $190 for up to 5 people, the transfer service receives positive reviews for its prompt, friendly drivers, comfortable vehicles, and helpful local information.
With free cancellation and a lowest price guarantee, this transfer service is an ideal choice for cruise passengers new to Florida.
Read our full review: Private Transfer From Orlando Airport to Port Canaveral Cruise Ship and Hotel Review
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Departing from the newly opened Brightline Orlando Airport Train Station, travelers can conveniently reach the Port Canaveral cruise terminals.
This private transfer service offers air-conditioned comfort, on-board restrooms, and the option for infant seats. With a direct meeting point or pickup from the train station, the experience ends at the cruise port, ensuring a seamless transition.
Priced at €72.19 per person, the service boasts a 5-star rating from 4 reviews, indicating a reliable and high-quality transportation option.
Travelers should note the service isn’t wheelchair accessible, but stroller access is available.
Booking is flexible, with free cancellation up to 24 hours in advance and confirmation within 48 hours.
Read our full review: Brightline Orlando Airport Train Station to Cruise Port Canaveral Review
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Peacocks, Presidents and Puzzles – The Winter Park Walking Tour Boat
Visitors to Winter Park can embark on a captivating 90-minute guided VIP tour that combines a walking exploration of the city’s key locations with a relaxing boat ride through its lakes and canals.
Titled “Peacocks, Presidents and Puzzles,” the tour allows up to 30 travelers to discover magnificent mansions, historical sites, and celebrity connections.
While the tour is accessible for strollers and wheelchairs, it’s not recommended for those with back problems, heart conditions, or pregnant individuals.
Participants can enjoy 10% off their next Original Orlando Tours adventure and earn Sunny Perks Reward Points.
With an overall rating of 4.0 based on a single review, this tour promises an immersive and informative experience exploring Winter Park’s rich history and natural beauty.
Read our full review: Peacocks, Presidents and Puzzles – The Winter Park Walking Tour Boat Review
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Travelers frequently opt for the convenient Orlando Airport (MCO) to Canaveral Cruise Port arrival transfer, which provides private transportation in a comfortable, air-conditioned vehicle.
The service includes pickup at the airport’s arrival hall, where the driver will be holding a sign with the lead traveler’s name. Guests can advise the number of luggage, cruise vessel name, and terminal number during booking.
The transfer drops off at Cruise Terminal 1 in Port Canaveral. This service is accessible for most travelers, with infant seats available.
Booking confirmation is provided, and free cancellation is allowed up to 24 hours before the experience. Travelers can also choose to reserve now and pay later for added flexibility.
Read our full review: Orlando Airport (MCO) to Canaveral Cruise Port – Arrival Transfer Review
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Private Transfer From Orlando-Sanford (Sfb) Airport to Miami Cruise Port
With the Orlando-Sanford (SFB) Airport conveniently located just a short distance away, booking a private transfer to the Miami Cruise Port becomes a hassle-free option.
At SEK 8,662.01 per group (up to 4), this private transfer includes all taxes, parking fees, meet-and-greet service, and tips. Travelers can enjoy the comfort of a private vehicle while being transported directly to the PortMiami.
Restrictions apply, such as only one standard suitcase per passenger and additional charges for oversized or extra luggage. The driver will wait for 60 minutes after landing, and the duration of the transfer depends on traffic conditions.
This private experience ensures a seamless start to any cruise vacation.
Read our full review: Private Transfer From Orlando-Sanford (Sfb) Airport to Miami Cruise Port Review
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From Orlando Airport, travelers can conveniently get to Port Canaveral, the popular cruise port, with a private transfer service.
Priced at €221.38 for up to 6 people, this private tour offers a hassle-free experience with a pickup from the airport’s baggage claim area.
The service is available from May 25, 2022, to December 12, 2025, with the flexibility of free cancellation up to 24 hours before the trip.
Travelers can also opt for the Reserve Now and Pay Later option.
The transfer service drops passengers off at the cruise port terminal or nearby hotels, making it an ideal choice for those embarking on a cruise from Port Canaveral.
Read our full review: Orlando Airport To Port Canaveral (Cruise Ship) Review
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Private Transfer From Orlando (Mco) Airport to Miami Cruise Port
Booking a private transfer from Orlando (MCO) Airport to the Miami Cruise Port provides a hassle-free and efficient way to get to your cruise embarkation point.
Starting from €1,175.00 per group (up to 3), this service includes pickup at the airport, parking, tolls, and a meet-and-greet.
Travelers can enjoy a one-way private transfer to PortMiami, with the option to be dropped off at hotels or private addresses in the city center.
The service offers free cancellation and unlimited rescheduling up to 24 hours before the trip, as well as tips and gratuities.
Passengers are limited to one standard suitcase per person, and infant seats are available for younger travelers.
Read our full review: Private Transfer From Orlando (Mco) Airport to Miami Cruise Port Review
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Holiday Nights Boat Ride in Saint Cloud Florida
Embarking on the Holiday Nights Boat Ride in Saint Cloud, Florida, offers a captivating and festive experience for visitors.
Beginning at 7:15 PM, this 70-passenger boat tour takes you on a journey along the scenic waterways, allowing you to soak in the holiday ambiance. Priced at $29 per person, the tour provides a restroom on board and the option to purchase alcoholic beverages and soda.
The tour is wheelchair accessible, and strollers are welcome. Guests are advised to arrive 20 minutes early for check-in.
With a low-price guarantee and the flexibility to cancel up to 24 hours in advance, the Holiday Nights Boat Ride is an enchanting way to experience the holiday season in Central Florida.
Read our full review: Holiday Nights Boat Ride in Saint Cloud Florida Review
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Orlando Airport (MCO) to Miami Cruise Port – Arrival Private Transfer
Travelers arriving at Orlando International Airport (MCO) can seamlessly continue their journey by booking a private transfer to the Miami Cruise Port.
The air-conditioned vehicle service includes all fees and taxes, and travelers receive confirmation at the time of booking. Pickup is at the air traffic control tower, with the driver meeting travelers in the arrival hall.
Travelers can opt to head directly to the meeting point or request pickup. The service accommodates infant seats and service animals, but isn’t wheelchair accessible.
Priced from €474 per person, this private transfer option allows travelers to reserve now and pay later, making it a convenient choice for those embarking on a Miami cruise.
Read our full review: Orlando Airport (MCO) to Miami Cruise Port – Arrival Private Transfer Review
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Travelers’ journey from Orlando International Airport (MCO) to the Canaveral Cruise Port can be seamlessly arranged with a round-trip private transfer service.
The air-conditioned vehicle operates 24/7, with pickup and drop-off tailored to passengers’ needs. Travelers can meet the driver in the arrival hall after collecting their luggage, and specify their preferred pickup time for the return trip.
The service accommodates most travelers, with infant seats and stroller accessibility available upon request. While wheelchair accessibility isn’t offered, service animals are allowed.
Booking is flexible, with free cancellation up to 24 hours before the experience and the option to pay later. Prices start from $409.30 per person, with a lowest price guarantee.
Read our full review: Orlando Airport (MCO) to Canaveral Cruise Port – Round-Trip Private Transfer Review
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A private transfer service conveniently transports travelers from Orlando International Airport (MCO) to the Canaveral Cruise Port.
The service avoids taxi lines and haggling for fares, with all fees included. Passengers ride comfortably in an air-conditioned vehicle directly to the port.
After collecting luggage, travelers meet the driver in the arrival hall with a signboard. Passengers should provide the number of suitcases, cruise vessel name, and terminal number during booking.
The private transportation service accommodates infants and service animals, though it isn’t wheelchair accessible.
With free cancellation up to 24 hours before the experience and the option to reserve now and pay later, the transfer service offers flexibility for travelers.
Read our full review: Orlando Airport (MCO) to Canaveral Cruise Port – Arrival Private Transfer Review
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Though the Canaveral Cruise Port is just over an hour’s drive from Orlando, navigating the route and finding reliable transportation can be a hassle.
Fortunately, the Orlando Private Cruise Transport to Cape Canaveral service offers a seamless door-to-door solution. Guests can choose from air-conditioned vehicles with WiFi and enjoy private, gratuity-included transportation.
The service is stroller accessible and can accommodate service animals and infant seats. With free cancellation up to 24 hours before the experience and a lowest price guarantee starting from €133.79 per person, it’s a convenient and cost-effective way to get to the cruise port.
Confirm pickup and drop-off locations and timing with the local provider in advance.
Read our full review: Orlando Private Cruise Transport to Cape Canaveral Review
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Common Questions
Can I Bring My Own Food and Drinks on the Boat Tours?
Most boat tour companies allow passengers to bring their own food and drinks onboard. However, it’s best to check each company’s policy beforehand, as some may have restrictions or fees for outside items.
Are the Boats Handicap Accessible?
Most boat tours and cruises are handicap accessible, with features like wheelchair-friendly ramps and decks. Passengers should check with the tour operator in advance to ensure the specific boat they’ll be on can accommodate their needs.
Do the Tours Offer Any Discounts for Children or Seniors?
Many boat tours and cruises offer discounts for children and seniors. Prices for kids are typically reduced, while seniors may receive a percentage off the regular adult fare. These promotions can help make the experience more affordable for all.
Can I Book a Private Tour Instead of a Group Tour?
Many tour providers offer private tours, which allow you to customize the experience. You’ll often pay a higher rate, but you’ll have more control over the itinerary and won’t be part of a larger group.
What Is the Cancellation Policy for the Boat Tours?
The cancellation policy for boat tours typically allows customers to cancel or reschedule their reservations up to 24-48 hours in advance without penalty. Many operators offer flexible policies to accommodate changes in travel plans.
The Sum Up
Orlando offers a variety of boat tours and cruises to suit different interests. Whether you’re seeking a sunset cruise, a pub crawl, or transportation to nearby cruise ports, there’s an option to make your Orlando experience unforgettable. With private sailboat trips and pirate adventures, you can enjoy the city’s waterways and scenic views in a unique and memorable way.