Truckland Vacations from $359

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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.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $591, price is now $359 per person
$359
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,527 reviews)
As always, another excellent stay at the Edison Beach house! The staff is always so friendly and accommodating, property is well kept and a perfect location directly on the beach. Couldn’t ask for better!

Reviewed on Oct 23, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,145, price is now $564 per person
$564
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (443 reviews)
Spoke to somebody before checking who was wonderful and allowed us to check in early. When we went to check in the receptionist was not only rude did not inform us of any of the amenities at the hotel. Barely acknowledged us. Very disappointing for staying at a luxury hotel

Reviewed on Oct 26, 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 $1,816, price is now $896 per person
$896
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
Amazing!! Highly recommended

Reviewed on Oct 22, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $2,877, price is now $1,762 per person
$1,762
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (666 reviews)
No communication about not having housekeeping services. Room very private. We loved the lazy river. Pool was great. Steam room didn't work.

Reviewed on Oct 24, 2025

Hampton Inn & Suites Fort Myers-Estero/FGCU

Hampton Inn & Suites Fort Myers-Estero/FGCU

2.5 out of 5
Save 100% on your flight
Price was $688, price is now $439 per person
$439
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,003 reviews)
Front desk lady was great

Reviewed on Oct 17, 2025

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Discover the most popular places to visit in Truckland

Edison Mall featuring signage

Edison Mall

4/5(41 reviews)

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

4.5/5(594 reviews)

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

4.5/5(12 reviews)

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

Barbara B Mann Hall

What to do in Truckland

Fort Myers Beach Sunset Excursion

Fort Myers Beach Sunset Excursion

$60
per adult
100% of travellers recommend
Fort Myers Beach Sunset Excursion
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

$70
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

$65
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
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
$83 nightly
The price is $93 total per night from Nov 9 to Nov 10
$93 total
Nov 9 - Nov 10
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Clean room by the pool. Very quiet. Lovely warm pool. Nice breakfast served with lots of variety. Convenient location. The bed was very comfortable. Miss this place already!

Reviewed on Oct 21, 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
$177 nightly
The price is $198 total per night from Nov 2 to Nov 3
$198 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,564 reviews)
All was awesome!

Reviewed on Oct 25, 2025

Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $211 total per night from Oct 27 to Oct 28
$211 total
Oct 27 - Oct 28
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
Great place to stay loved the pool everyone very helpful wood go again.Lorraine

Reviewed on Oct 23, 2025

Lani Kai Beachfront Resort
See all 16,559 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.

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

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Frequently asked questions

How much does a Truckland vacation package cost?
Offering excellent value package deals from $359 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.