Truckland Vacations from $702

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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.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,054, price is now $702 per person
$702
per person
Jun 26 - Jul 2
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
The was a nice surprise. We will be back

Reviewed on Apr 20, 2026

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 $3,008, price is now $1,543 per person
$1,543
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
The tower rooms have amazing beach and sunset views

Reviewed on Apr 22, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,408, price is now $810 per person
$810
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (758 reviews)
Pool staff were amazing and everyone was charming and helpful

Reviewed on Apr 23, 2026

Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,439, price is now $976 per person
$976
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.4/10 Exceptional! (185 reviews)
Staff was super helpful and friendly. It was nice having chairs and an umbrella for the beach. Room was a little run down. Doors to the closet were leaned up against the closet. It was unusable. Coffee maker but no coffee. Would have been nice to know ahead of time. Building was quiet. They could make some simple adjustments to make this a more enjoyable stay.

Reviewed on Apr 22, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,351, price is now $917 per person
$917
per person
Jun 26 - Jul 2
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (831 reviews)
This resort was awesome. The shuttle to the boat then to the beach was amazing. On the way to the beach, we encountered 4-5 dolphins following the boat. The lazy river was nice just cold. The resort itself was clean, staff was friendly and helpful, and the rooms were also clean and spacious.

Reviewed on Apr 21, 2026

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Discover the most popular places to visit in Truckland

Edison Mall

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

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
Sanibel Harbour

Sanibel Harbour

Commune with nature and explore the great outdoors at Sanibel Harbour during your travels in Fort Myers. Stroll along the waterfront or visit the spas in this family-friendly area.

Sanibel Harbour

What to do in Truckland

Fort Myers Beach Sunset and Dolphin Watching Cruise

Fort Myers Beach Sunset and Dolphin Watching Cruise

$70
per adult
100% of travellers recommend
Fort Myers Beach Sunset and Dolphin Watching Cruise
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

$70
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Copacetic Day Sail

Copacetic Day Sail

$70
per adult
100% of travellers recommend
Copacetic Day Sail
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 May 24 to May 25
$79 total
May 24 - May 25
Total with taxes and fees
8.2/10 Very Good! (1,117 reviews)
Clean room, nice pool, near beaches, good breakfast.

Reviewed on Apr 23, 2026

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

Baymont by Wyndham Fort Myers Central

2.5 out of 5
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $58 total per night from May 3 to May 4
$58 total
May 3 - May 4
Total with taxes and fees
6.8/10 (1,039 reviews)
This place was OK. The rooms didn’t smell good, we rented two rooms and they both had issues, one of them smelled like sewer and the other one smelled like roaches. The beds were OK but the bathrooms needed maintenance.

Reviewed on Apr 23, 2026

Baymont by Wyndham Fort Myers Central
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E Cape Coral FL
Fully refundable
$95 nightly
The price is $105 total per night from Apr 28 to Apr 29
$105 total
Apr 28 - Apr 29
Total with taxes and fees
9.2/10 Wonderful! (1,412 reviews)
The staff were great at problem solving , there was a problem with their network and check in. Just a word of caution. If you travel with a pet the room we were in was overwhelming with the smell of urine. The carpets should be removed and replace with tile . The stench was awful. Room 106

Reviewed on Apr 23, 2026

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
See all 17,364 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 $702 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.