TOP 30 Best Vacation packages in Winter Haven, Florida

Island Vacation Travel Agency LLC, located on Crown Street in Winter Haven, Florida, is a premier travel agency that specializes in creating unforgettable island vacations. Our team of experienced travel experts is dedicated to helping our clients plan the perfect getaway, whether it's a relaxing beach vacation, an adventurous island-hopping tour, or a luxurious resort stay. At Island Vacation Travel Agency LLC, we understand the importance of staying informed and up-to-date on travel advisories and requirements, especially in light of the ongoing Covid-19 pandemic. We closely follow the guidelines set forth by the CDC and provide essential travel advice to ensure the safety and well-being of our clients.

Courtyard by Marriott Winter Haven is a welcoming and modern lodging institution located at 6225 Cypress Gardens Boulevard in Winter Haven, Florida, United States. This hotel offers comfortable and spacious rooms, a convenient location near local attractions such as Legoland Florida Resort, and top-notch amenities including a fitness center, outdoor pool, and on-site dining options. Whether you are visiting for business or leisure, Courtyard by Marriott Winter Haven provides a relaxing and enjoyable stay for all guests.

Holiday Inn Winter Haven, an IHG Hotel, is a charming lodging option located at 200 Cypress Gardens Boulevard in Winter Haven, Florida, United States. This hotel offers comfortable and well-appointed rooms, a range of modern amenities, and friendly service to ensure a pleasant stay for guests. Conveniently situated near popular attractions such as LEGOLAND Florida Resort and Cypress Gardens, this hotel is the perfect base for exploring the area. Whether you are visiting for business or leisure, Holiday Inn Winter Haven provides a welcoming and relaxing atmosphere for all guests.

The Travel Shop by Dream Vacations is a premier travel agency located at 2065 Isle Royale Court Southeast in Winter Haven, Florida. Our team of experienced travel experts is dedicated to helping clients plan their dream vacations with personalized itineraries and top-notch customer service. Whether you're looking for a relaxing beach getaway, an adventurous safari, or a romantic European escape, we have the knowledge and resources to make your travel dreams a reality. Visit us today and let us help you create memories that will last a lifetime.

Lake Roy Beach Inn Winter Haven is a charming lodging institution located at 1823 Cypress Gardens Boulevard in Winter Haven, Florida. Our largest room is a spacious 3 bedroom/2 bathroom townhouse suite with a kitchen, perfect for accommodating large groups and families. The midsize room options include 2 double beds or 1 king bed, with a television and a living space containing a full kitchen, sofa, and porch. For those without a kitchen, our Deluxe Rooms offer lake and beachfront views with 2 separate bedrooms. Situated on the famous "Chain O' Lakes," Lake Roy Beach Inn is the only lakefront hotel in Winter Haven with a private sandy beach. We are just minutes away from LEGOLAND® Florida, a popular theme park for families with children. Due to the pandemic, we have temporarily postponed our complimentary breakfast service for safety reasons.

Cruise Planners is a premier travel agency located at 1258 Zambrana Ct in Winter Haven, Florida, United States. Specializing in cruise vacations, they offer expert advice, personalized service, and exclusive deals to ensure a memorable and stress-free travel experience. With a wide range of cruise options and destinations to choose from, Cruise Planners is your go-to destination for all your vacation planning needs. Contact them today to start planning your dream cruise getaway!

Bass Online Fishing Guides is located at 456 Amethyst Avenue in Auburndale, Florida, United States. Situated in the heart of Winter Haven's famous Chain of Lakes, our institution offers expert fishing guides who have a minimum of 20 years of experience navigating the Central Florida waters. The Winter Haven Chain of Lakes is a boater's paradise, with 16 interconnected lakes connected by navigable canals. The area is known as the world's water skiing capital, making it a popular destination for water sports enthusiasts. Our fishing guides are carefully selected from the best in the area and are insured, US Coast Guard licensed captains. Each trip includes a fully equipped Bass boat, fuel, and tackle, ensuring a memorable and safe experience for all guests. Whether you're a seasoned angler or a beginner, our guides will provide you with the fishing trip of a lifetime.

The World Barefoot Center, located at 3915 Conine Drive East in Winter Haven, Florida, is a premier school and store dedicated to the sport of barefoot water skiing. Founded by world-renowned barefoot water skier Keith St. Onge, the center offers expert coaching, state-of-the-art equipment, and a welcoming community for enthusiasts of all levels. Whether you are a beginner looking to learn the basics or a seasoned pro seeking to improve your skills, the World Barefoot Center is the perfect destination for all your barefoot water skiing needs.

Lake Ashton Golf Club is a premier golfing destination located at 4000 Mulligan Lane in Winter Haven, Florida. This stunning club offers two championship golf courses surrounded by picturesque views of the surrounding lakes and natural beauty. With top-notch facilities, professional staff, and meticulously maintained courses, Lake Ashton Golf Club provides an exceptional experience for golfers of all skill levels. Whether you're looking to improve your game, enjoy a round with friends, or simply take in the serene surroundings, this club is the perfect place to unwind and indulge in the sport you love.

Travel and Cruise World is a premier travel agency located in Winter Haven, Florida. Our experienced team of travel experts is dedicated to helping you plan your dream vacation, whether it be a relaxing cruise or an exciting adventure around the world. We offer personalized service, competitive prices, and exceptional customer care to ensure that your travel experience is seamless and unforgettable. Visit us at 1610 Dundee Road and let us take you on the journey of a lifetime.

Little Wolfe's Pet Resort is a premier pet boarding and daycare facility located in Winter Haven, Florida. Our resort offers a safe and comfortable environment for your furry friends to relax and play while you're away. Our experienced and caring staff provide personalized care for each pet, ensuring they receive plenty of love and attention during their stay. With spacious indoor and outdoor play areas, daily exercise, and enrichment activities, your pet will have a blast at Little Wolfe's. Conveniently located at 555 6th Street Northwest, come visit us and see why we're the top choice for pet care in Winter Haven.

Four Lakes Golf Club Retirement Community is a premier retirement destination located in Winter Haven, Florida. This all-inclusive community offers a wide range of amenities including a beautiful golf course, luxury lodging options, real estate services, a top-rated restaurant, and a convenient RV park for visitors. Residents can enjoy a peaceful and active lifestyle surrounded by lush landscapes and serene lakes. Come experience the ultimate retirement living at Four Lakes Golf Club Retirement Community.

LEGOLAND® Florida Resort is an exciting amusement park located at 1 Legoland Way in Winter Haven, Florida, United States. For a limited time only, they are offering an exclusive $29 Kids Ticket deal which allows kids to explore LEGOLAND Florida Resort, splash into fun at the Water Park, and enjoy the Peppa Pig Theme Park. Guests can also take advantage of 10% off hotel rooms when booking a LEGOLAND Florida Family Vacation Package. Visitors can extend their Spring Break fun by staying 2 nights and getting the 3rd night free at any of the three on-site hotels when booking 45 days in advance. Plus, they can get 3-Day Multi-Park tickets for the price of a 2-Day ticket. For an affordable family getaway, guests can book a LEGOLAND vacation starting at just $200 per night at Beach Retreat.

Located at One Legoland Way in Winter Haven, Florida, the Peppa Pig Theme Park is a delightful amusement park and tourist attraction for families to enjoy. With water play, games, and playscapes designed just for little ones, there is endless fun to be had. Families can ride, soar, and set sail together on a variety of attractions, creating lasting memories. Visitors can also learn more about the LEGOLAND® Theme Park & Water Park, which are conveniently located steps away from the Peppa Pig Theme Park. For a limited time, guests can take advantage of a special offer of $29 Kids Tickets with access to all three parks when purchasing an Adult Ticket. This includes admission to LEGOLAND Florida Theme Park, Water Park, and Peppa Pig Theme Park.

LEGOLAND Beach Retreat is a charming lodging option located at 100 Legoland Way Southeast in Winter Haven, Florida, United States. For a limited time, they are offering an exclusive $29 Kids Ticket deal, allowing children to explore LEGOLAND Florida Resort, the Water Park, and Peppa Pig Theme Park for a discounted price. Guests can also take advantage of a special offer that includes 10% off hotel rooms when booking a LEGOLAND Florida Family Vacation Package. With a stay at LEGOLAND Beach Retreat, families can enjoy a memorable vacation at an affordable price, starting at just $200 per night. The resort offers a variety of activities and attractions, including over 50 rides, shows, and interactive experiences designed for kids to lead the way.

Cypress Gardens, located at 6000 Cypress Gardens Boulevard in Winter Haven, Florida, is a park offering a variety of attractions for families to enjoy. For a limited time, they are offering an exclusive $29 Kids Ticket deal, allowing kids to explore LEGOLAND Florida Resort, the Water Park, and Peppa Pig Theme Park for one low price. Additionally, guests can take advantage of discounted hotel rooms when booking a LEGOLAND Florida Family Vacation Package. Visitors can extend their Spring Break fun by staying 2 nights and getting the 3rd night free at one of the three on-site hotels when booking in advance. Plus, guests can enjoy 3-Day Multi-Park tickets for the price of a 2-Day ticket. For those looking for an affordable family getaway, Cypress Gardens offers vacation packages starting at just $200 per night at Beach Retreat.

Welcome to Country Lakes Villages, your serene escape nestled in the heart of Palmetto, Florida. Located at 6100 Bayshore Road, our picturesque RV park offers a perfect blend of comfort, community, and natural beauty. Whether you're planning a short getaway or an extended stay, Country Lakes Villages provides an ideal setting for relaxation and adventure. Our well-maintained facilities are designed to cater to all your lodging needs, featuring spacious RV sites equipped with modern amenities. Enjoy the tranquility of our lush surroundings, complete with scenic lakes and abundant wildlife, offering a peaceful retreat from the hustle and bustle of everyday life.

Located at 1 Legoland Way in Winter Haven, Florida, the LEGOLAND Hotel is a unique lodging option that offers an unforgettable family vacation experience. For a limited time, guests can take advantage of a special $29 Kids Ticket deal, giving them access to LEGOLAND Florida Resort, the Water Park, and the Peppa Pig Theme Park. Additionally, guests can enjoy 10% off hotel rooms when booking a LEGOLAND Florida Family Vacation Package. With over 50 rides, shows, and attractions designed specifically for kids, LEGOLAND Florida Resort promises endless fun and excitement. Guests can stay at one of the three on-site hotels and take advantage of special offers such as staying 2 nights and getting the 3rd night free, or getting 3-Day Multi-Park tickets for the price of a 2-Day ticket.

Lake Smart is a finance institution located at 3724 Julius Estates Boulevard in Winter Haven, Florida, United States. We specialize in providing smart financial solutions to help individuals and businesses achieve their financial goals. Our team of experienced professionals is dedicated to helping our clients make informed decisions and manage their finances wisely. Whether you need assistance with budgeting, investing, or saving for the future, Lake Smart is here to help. Contact us today to learn more about how we can assist you with your financial needs.

Welcome to Lake Lulu Short Term Home Rental, your perfect lakeside paradise located at 516 Lake Lulu Drive in Winter Haven, Florida. This 4-bedroom, 3-bath vacation rental is ideal for your 'Sunshine State' getaway, offering luxury amenities such as a 26-foot dock, swimming pool, hot tub, gazebo bar, and game room. Enjoy water skiing, wakeboarding, and fishing on Lake Lulu right from your doorstep, or relax by the pool and soak up the Florida sun. The house is conveniently located near the Chain of Lakes, Legoland, and a variety of lakeside restaurants that you can reach by boat.

A-1 Discovery Travel is a premier travel agency located at 330 Donald Lane in Winter Haven, Florida, United States. We specialize in providing personalized travel experiences for our clients, offering a wide range of services including booking flights, accommodations, tours, and more. Our team of experienced travel experts is dedicated to helping you plan the perfect vacation, whether you're looking for a relaxing beach getaway, an adventurous safari, or a cultural exploration. Let us help you discover the world with A-1 Discovery Travel.

Elysium Travel Club is a premier travel agency located at 817 Sun Ridge Village Drive in Winter Haven, Florida. Our team of experienced travel experts is dedicated to providing personalized and luxurious travel experiences for our clients. Whether you are looking for a relaxing beach getaway, an exciting adventure abroad, or a romantic escape, Elysium Travel Club has the expertise and resources to make your travel dreams a reality. Contact us today to start planning your next unforgettable vacation.

Affordable Travel by Sandra is a trusted lodging and travel agency located at 236 Chaucer Lane in Winter Haven, Florida. Our goal is to provide affordable and high-quality travel experiences for our clients. Whether you're looking for a cozy bed and breakfast, a luxury hotel, or a budget-friendly vacation package, we have options to suit every budget and preference. Our team of experienced travel agents is dedicated to helping you plan the perfect getaway, ensuring a stress-free and enjoyable travel experience. Contact us today to start planning your next adventure!

LEGOLAND Florida, Cypress Gardens, Pirate River Quest is a popular tourist attraction located in Winter Haven, Florida, United States. This unique institution offers visitors the chance to explore the world of LEGOs with thrilling rides, elaborate LEGO sculptures, and interactive exhibits. Guests can also enjoy the beauty of Cypress Gardens, known for its botanical gardens and historic charm. Pirate River Quest takes visitors on a swashbuckling adventure through a pirate-themed water ride, complete with animatronic pirates, treasure chests, and exciting water features. With something for everyone to enjoy, LEGOLAND Florida, Cypress Gardens, Pirate River Quest is the perfect destination for families and LEGO enthusiasts alike.

Welcome to Camellia Motel, conveniently located at 820 6th Street Northwest in Winter Haven, Florida. Our charming motel offers comfortable and affordable lodging for guests looking to explore the beautiful city of Winter Haven and its surrounding attractions. With easy access to shopping, dining, and entertainment, Camellia Motel is the perfect home base for your Florida getaway. Whether you're here for business or leisure, our friendly staff is dedicated to ensuring you have a pleasant and memorable stay. Book your room today and experience the hospitality of Camellia Motel.

Cypresswood Golf & Country Club in Winter Haven, Florida, offers much more than just a championship golf course. Designed by the renowned Ron Garl, our 18-hole course is open every day of the year for your enjoyment. Our facilities include a pro shop, wellness center, lounge, dining rooms, swimming pool, and tennis courts. Practice your swing on our putting green, chipping green, and driving range before enjoying a meal in our clubhouse that can accommodate up to 175 guests. Join us on Thursday, Friday, and Saturday nights for live music at the pub. Come visit Cypresswood Golf & Country Club and experience all the beauty and amenities we have to offer.

Cruise One is a premier travel agency located at 145 Ream Road in Winter Haven, Florida, United States. Specializing in luxury cruises, our experienced team of travel experts can help you plan the perfect getaway at sea. Whether you're looking for a romantic escape, a family vacation, or a group adventure, Cruise One has the knowledge and resources to make your dream cruise a reality. Contact us today to start planning your next unforgettable journey.

Rose Motel is a charming lodging establishment located at 815 6th Street Northwest in Winter Haven, Florida. This cozy motel offers comfortable accommodations and convenient amenities for travelers looking for a relaxing stay. The welcoming staff at Rose Motel strive to provide excellent service and ensure that guests have a pleasant and enjoyable experience during their visit. Whether you are in town for business or leisure, Rose Motel is the perfect choice for your accommodation needs in Winter Haven.

Florida Garden Motel is a charming lodging option located at 2345 8th Street Northwest in Winter Haven, Florida. This cozy motel offers comfortable and affordable accommodations for travelers looking to explore the beautiful city of Winter Haven. The motel features well-appointed rooms, friendly staff, and convenient amenities to ensure a pleasant stay for guests. Whether you are visiting for business or leisure, Florida Garden Motel is the perfect choice for your stay in Winter Haven.

Quality Inn & Suites Conference Center is a premier lodging destination located at 5665 Cypress Gardens Boulevard in Winter Haven, Florida, United States. Our institution offers comfortable accommodations and top-notch amenities for both leisure and business travelers. With a convenient location near popular attractions and a dedicated conference center, guests can enjoy a seamless stay whether they are attending a meeting or exploring the city. Our friendly staff is committed to providing exceptional service to ensure a memorable experience for all guests.