Truckland Vacations from $347
Book a Hotel + Flight or Car together to unlock savings
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.
The Latest Truckland vacation packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
$1,050
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Great location for get unique island travel experience . Beautiful ocean view on Restaurant to see incredible sunset. Food was delicious also. Property needs to be maintained . Total price includes resort fee is a bit higher for current property conditions.
Reviewed on Sep 4, 2026
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
$840
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Very short line for check in. The checking in was extremely smooth and the agent was efficient and friendly, extremely helpful!
Reviewed on Sep 6, 2026
What to do in Truckland
Fort Myers Beach Sunset and Dolphin Watching Cruise
$63
per adult
100% of travellers recommend
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass
$55
per adult
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
$79 nightly
$88 total
Sep 13 - Sep 14
Total with taxes and 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
$223 nightly
$248 total
Sep 20 - Sep 21
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
"Very short line for check in. The checking in was extremely smooth and the agent was efficient and friendly, extremely helpful!"
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
$60 nightly
$67 total
Oct 7 - Oct 8
Total with taxes and 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.
Find the Best Truckland Vacation Packages
Truckland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
Max Temp Winter | 70ºF |
Max Temp Summer | 90ºF |
Top Sights | Barbara B Mann Hall, Sanibel Harbour Beach and Imaginarium Hands - On Museum |
More vacations you might like
Frequently asked questions
How much does a Truckland vacation package cost?
Offering excellent value package deals from $347 on Expedia, you'll be pleasantly surprised at how much a vacation to Truckland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Truckland?
March, April and October are great times to look for cheap Truckland vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Truckland?
Generally, a handful of days is enough to go to the main attractions during your Truckland vacation. However, if you'd like to have some time to rest or take day tours, consider extending your itinerary.
How to find the best Truckland package deals?
Start your search for a Truckland package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Truckland package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Truckland getaway off to a flying start.
Is it cheaper to book a Truckland vacation as a package?
You can enjoy significant savings on your next Truckland getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Truckland?
If you have your Truckland vacation dates confirmed, book early to score some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Truckland?
- Choose your travel dates: What you'd like to do in Truckland and your favorite season can help you decide when to get away.
- Set your budget: Consider costs like flights, meals and transportation when working out how much to put aside for your trip to Truckland. Then, choose a property that suits your budget, whether that's a low-cost option or a more upscale retreat.
- Use our trip planning tool to explore Truckland: Research every part of your trip to Truckland with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
- Decide your trip length: Think about how long you'd like to spend discovering Truckland. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Truckland vacation package that brings all your bookings together.
- Book experiences or activities in advance: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on the best Truckland has to offer. Find all the incredible things to do in Truckland in Truckland with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Truckland vacation packages?
Set off on your dream getaway to Truckland with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stick to your budget and snag great deals before they disappear.
Explore a world of travel with Expedia
- Punta Gorda Hotels
- Fort Myers Hotels
- Sanibel Hotels
- Oceanfront Hotels in Fort Myers Beach
- Cheap Hotels in Fort Myers
- All-Inclusive Resorts in Sanibel Captiva Island
- Cape Coral Hotels
- Fort Myers Beach Hotels
- Oceanfront Hotels in Sanibel
- Oceanfront Hotels in Marco Island
- Oceanfront Hotels in Naples
- Naples Hotels
- Condo Rentals in Fort Myers Beach
- Bonita Springs Hotels
- Hotels near Southwest Florida Intl.
- Flights from Philadelphia (PHL) to Fort Myers (RSW)
- Flights from Southwest Florida Intl.
- Flights from Detroit (DTW) to Fort Myers (RSW)
- Flights to Sanibel
- Flights from Los Angeles (LAX) to Fort Myers (RSW)
- Flights from Punta Gorda
- Flights from Pittsburgh (PIT) to Fort Myers (RSW)
- Flights from White Plains (HPN) to Fort Myers (RSW)
- Flights from Nashville (BNA) to Fort Myers (RSW)
- Flights from Minneapolis (MSP) to Fort Myers (RSW)
- Flights from Raleigh (RDU) to Fort Myers (RSW)
- Flights from Milwaukee (MKE) to Fort Myers (RSW)
- Flights to Naples
- Flights from Atlanta (ATL) to Fort Myers (RSW)
- Flights from Columbus (CMH) to Fort Myers (RSW)
- Flights from Indianapolis (IND) to Fort Myers (RSW)
- Flights from Baltimore (BWI) to Fort Myers (RSW)
- Flights to Punta Gorda
- Flights from Washington (DCA) to Fort Myers (RSW)
- Flights from Cincinnati (CVG) to Fort Myers (RSW)
- Flights from Jacksonville (JAX) to Fort Myers (RSW)
- Flights from Dallas (DFW) to Fort Myers (RSW)
- Flights from Grand Rapids (GRR) to Fort Myers (RSW)
- Flights from Hartford (BDL) to Fort Myers (RSW)
- Flights from Charlotte (CLT) to Fort Myers (RSW)
- Flights from Tampa (TPA) to Fort Myers (RSW)
- Flights from Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
- Flights to Cape Coral
- Flights from Boston (BOS) to Fort Myers (RSW)
- Flights from Manchester (MHT) to Fort Myers (RSW)
- Flights from Punta Gorda Airport
- Flights from New York (JFK) to Fort Myers (RSW)
- Flights from Orlando (MCO) to Fort Myers (RSW)
- Flights from Denver (DEN) to Fort Myers (RSW)
- Flights from Buffalo (BUF) to Fort Myers (RSW)
- Flights from Miami (MIA) to Fort Myers (RSW)
- Flights from New York (NYC) to Fort Myers (RSW)
- Flights to Fort Myers
- Flights from Chicago (ORD) to Fort Myers (RSW)
- Flights from Providence (PVD) to Fort Myers (RSW)
- Flights from Cleveland (CLE) to Fort Myers (RSW)
- Fort Myers Vacations
- Punta Rassa Vacations
- Jungle Golf Ft. Myers
- Yacht Club Community Park
- Cape Coral Yacht Club Beach
- Estero Boulevard Beach
- Tom Allen Memorial Butterfly Garden
- Bonita Springs Vacations
- Visit Fort Myers Beach
- Cape Coral Vacations
- Rotary Park Environmental Center
- Naples Vacations
- Florida Southwestern State College
- Fort Myers Beach Vacations
- Smugglers Cove Adventure Golf
- Bunche Beach
- Bowditch Point Park
- Fasttrax Fort Myers
- Marco Island Vacations
- Port Sanibel Marina
- Lynn Hall Memorial Park
- Dolphin Marina
- Ostego Bay Marine Science Center
- Captiva Vacations
- Lakes Regional Park
- Sanibel Vacations
- Visit Saint James City
- Sanibel Harbour Beach
- Sanibel Harbour
- Visit Naples
- Causeway Islands Park A
- J. N. Ding Darling National Wildlife Refuge
- Key West Express
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.