Truckland Vacation Packages

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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.

Top Truckland Vacation Deals

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 CA $646, price is now CA $341 per person
CA $341
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,006 reviews)
Safe and quiet place. Easy parking. Strongly recommend.

Reviewed on Aug. 23, 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 CA $2,477, price is now CA $1,182 per person
CA $1,182
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
Lovely stay and attentive staff!

Reviewed on Aug. 24, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $888, price is now CA $534 per person
CA $534
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,462 reviews)
I absolutely loved everything about this property! It had everything I needed, including a washer and dryer in the room….which is essential when it’s brutally hot outside and you go through every outfit you brought. The staff were great and so friendly. The elevator wasn’t working but I didn’t let it ruin my vacation. I will definitely stay again when back in the area

Reviewed on Aug. 24, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,386, price is now CA $850 per person
CA $850
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (393 reviews)
Staff members more than excellent. The hotel perfect!!

Reviewed on Aug. 25, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $1,319, price is now CA $828 per person
CA $828
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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

Ready to book your vacation to Truckland?

 

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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
The price is CA $105 per night from Sep 2 to Sep 3
CA $105
CA $117 total
Sep 2 - Sep 3
includes taxes & fees
7.8/10 Good! (1,012 reviews)
Great hotel!
"Best La Quinta I've stayed at! GREAT STAFF! Nice room, great breakfast, great pool/hot tub!"

Reviewed on Aug. 24, 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
The price is CA $170 per night from Aug 27 to Aug 28
CA $170
CA $244 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (1,401 reviews)
"Aside from the generator outside our room this was perfect"

Reviewed on Aug. 25, 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
The price is CA $148 per night from Sep 2 to Sep 3
CA $148
CA $165 total
Sep 2 - Sep 3
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"This is a great property"

Reviewed on Aug. 25, 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?
You'll find cheap prices from CA $341 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.