Truckland Vacations from $332

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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.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was $725, price is now $332 per person
$332
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,006 reviews)
Loved the pool area! Nice and quiet and very enjoyable! I wish the bathroom had a trash bag, a full tissue box and water pressure in the shower.

Reviewed on Aug 19, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was $2,002, price is now $982 per person
$982
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
Just what we wanted beach and golf. Restaurant services could do better, food was overpriced.

Reviewed on Aug 14, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Price was $1,452, price is now $758 per person
$758
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,462 reviews)
This was a great location. Right in the beach. They had chairs and umbrellas and pails and shovels for us to use on the beach. Full kitchen to cook any meal we needed. Will be back for sure.

Reviewed on Aug 21, 2025

Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,235, price is now $705 per person
$705
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (83 reviews)
Nice property. Very clean. Right across the beach. Love that chairs and umbrella are readily available. The elevator broke when I was there, but they fixed it very quickly. I recommend this hotel.

Reviewed on Aug 20, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $844, price is now $522 per person
$522
per person
Nov 11 - Nov 14
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.

Reviewed on Aug 4, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Truckland

Edison Mall featuring signage

Edison Mall

You can enjoy retail therapy at Edison Mall during your visit to Fort Myers. Attend a baseball game or discover the beautiful sunsets in this family-friendly area.

Edison Mall
Edison and Ford Winter Estates which includes a house and street scenes

Edison and Ford Winter Estates

Explore the winter estates of two of the most famous men in American history. Tour their houses and gardens and learn more about their lives in the museum.

Edison and Ford Winter Estates
Barbara B Mann Hall featuring a pond

Barbara B Mann Hall

You can get tickets for a performance at Barbara B Mann Hall on your trip to Fort Myers. Stroll along the seaside or discover the beautiful sunsets in this family-friendly area.

Barbara B Mann Hall

What to do in Truckland

Cape Coral and Fort Myers: Jet Ski Rental

Cape Coral and Fort Myers: Jet Ski Rental

$120
per traveler
Cape Coral and Fort Myers: Jet Ski Rental
Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

$100
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

$12
per adult
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention
See all activities in Truckland

Truckland Hotel Deals

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

3 out of 5
20091 Summerlin Road, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Sep 4 to Sep 5
$79 total
Sep 4 - Sep 5
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
"Excellent stay, check in was smooth and quickly, room was clean and beds comfortable. Great cold AC and big clean pool with jacuzzi. Will return in a heartbeat. Very close to sanibel toll booth."

Reviewed on Aug 18, 2025

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$168 nightly
The price is $188 total per night from Aug 28 to Aug 29
$188 total
Aug 28 - Aug 29
Total with taxes and fees
8.8/10 Excellent! (1,384 reviews)
"Need to come back to stay on the beach side :)"

Reviewed on Aug 20, 2025

Margaritaville Beach Resort Fort Myers
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Aug 28 to Aug 29
$119 total
Aug 28 - Aug 29
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
"After meeting other guests, they said their rooms were $60/ night. Expedia, my usual choice for booking, charged $140 for the same room. I go to Expedia for price and convenience. This is not the 1st time this has happened. BR"

Reviewed on Aug 18, 2025

Hilton Garden Inn Ft Myers
See all 15,943 properties in Truckland
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.

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Frequently asked questions

How much does a Truckland vacation package cost?
Offering excellent value package deals from $332 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?

  1. Choose your travel dates: What you'd like to do in Truckland and your favorite season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.