Truckland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Truckland Vacation
Lock in a Truckland vacation package and get set to experience the best of this city. Consider basing yourself in the neighborhood of Hancock, which is great for watersports, views and walking. A trip to Truckland is an excellent opportunity to do a bit of sightseeing. Be sure to visit renowned attractions like Lynn Hall Memorial Park, Sanibel Island Lighthouse and Bunche Beach. A couple of quick clicks is all it takes to put together the perfect Truckland vacation on Expedia.
Top Truckland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort
Mid Island
CA $1,529
per person
Oct 19 - Oct 26
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (417 reviews)
The property is super convenient the beaches across the street a volleyball pool and then a huge lighted pool. The rooms were very clean older but clean and very comfortable. Mine felt like a little apartment tiki bar downstairs is great. The food is good. The drinks were good. They do play music until about midnight so if you don’t like music till that time, this isn’t the place for you lol. We will definitely stay here again.
Reviewed on Aug 30, 2026
Ready to book your vacation to Truckland?
Truckland Hotel Deals
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
20091 Summerlin Road Fort Myers FL
Fully refundableReserve now, pay when you stay
CA $111
CA $123 total
Sep 12 - Sep 13
includes taxes & fees
8.2/10 Very good! (1,331 reviews)
"Wished the hottub worked when I was there..but it was not a deal breaker."
Reviewed on Sep 5, 2026
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
CA $265
CA $343 total
Sep 20 - Sep 21
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Great hospitality"
Reviewed on Sep 6, 2026
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
CA $91
CA $101 total
Oct 5 - Oct 6
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Truckland
Sunset Cruise Fort Myers Beach
CA $66
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
CA $88
per adult
100% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
CA $100
per adult
90% of travellers recommend
Frequently asked questions
How much does a Truckland vacation package cost?
You'll find cheap prices from CA $994 on Expedia for your Truckland break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Truckland costs.
What are the cheapest months to go to Truckland?
You can usually find reduced prices and greater availability in August, September and October. Browse our cheap Truckland vacation packages and you could score some excellent off-season deals.
How many days is enough for Truckland?
We suggest planning a Truckland vacation for a minimum of 3 days. This will allow you enough time to visit top attractions including Sanibel Harbour Beach and Port Sanibel Marina, and also explore neighbourhoods like Cypress Lake and Iona. You could even slot in one or two day trips beyond Truckland.
How to find the best Truckland package deals?
Use Expedia's filter tool to help you find some great Truckland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Truckland package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Truckland vacation as a package?
You can enjoy significant savings on your Truckland getaway by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Truckland?
If you're planning an impromptu Truckland adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Truckland?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Truckland.
- Figure out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your hotel will probably be the biggest expense during your trip to Truckland.
- Decide your trip length: Consider how long you'd like to spend exploring Truckland. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Truckland vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
