Deals on vacations and trips to Truckland

Save when you book Truckland package deals

Choose two or more items and save on your trip:

Truckland flight + hotel 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
Save 100% on your flight
Price was $528, price is now $293 per person
$293
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $818, price is now $437 per person
$437
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $828, price is now $462 per person
$462
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a picnic area, and luggage storage are also on offer.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $1,693, price is now $953 per person
$953
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.
Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $2,003, price is now $1,180 per person
$1,180
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.

Top Truckland hotels 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
Free Cancellation
Reserve now, pay when you stay
The price is $88 total per night
$88 total
per night
Sep 29 - Sep 30
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $143 total per night
$143 total
per night
Sep 28 - Sep 29
This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free WiFi
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is $221 total per night
$221 total
per night
Sep 30 - Oct 1
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.
Pool
Spa
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Free Cancellation
Reserve now, pay when you stay
The price is $129 total per night
$129 total
per night
Oct 5 - Oct 6
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
11800 Coconut Cove Drive, Bonita Springs, FL
Free Cancellation
Reserve now, pay when you stay
The price is $159 total per night
$159 total
per night
Oct 8 - Oct 9
This eco-certified aparthotel features 3 outdoor pools, a lazy river, and a restaurant. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Truckland
View all properties
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.

Popular places to visit

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

Frequently asked questions

How much are vacation packages to Truckland?
Vacation packages, which provide both flights and hotels in Truckland, start at just $293. Turn your travel fantasies into reality and secure your trip with Travelocity today.
How long should my Truckland vacation be?
Most visitors vacation in Truckland for about 3 nights. That being said, travel is all about discovering hidden gems and creating memories — why not stay a few more nights to do just that?
Where can I get the best vacation package deals for Truckland?
Picking up an amazing package deal to Truckland is a cinch with Travelocity. With access to 400 air carriers and 1,000,000 worldwide properties, you're spoiled for choice when picking your hotels and flights.
Why should I purchase my Truckland vacation package via Travelocity?
With first-rate service, support available 24/7 and some of the most incredible getaways imaginable, you'll never wander alone. And if you find a better price, we'll match it. That's our Price Match Guarantee.
Can I save on my Truckland car rental if I book it with a hotel or flight?
Sure can — combine your hotel, car and flight into a Truckland vacation package and you can save a ton. With so much to discover in Truckland, having your own set of wheels will make exploring a breeze. Once you're in the driver's seat, put the stereo on and make your way to Salvador Dali Museum, a well-known attraction around 95 mi from Truckland.
Which airport is best for Truckland?
One option is Southwest Florida Intl. Airport (RSW). From here, you'll need to travel west for about 13 mi to reach downtown Truckland. Another choice is Naples Municipal Airport (APF), 25 mi away from central Truckland.
Where should I stay when visiting Truckland?
The La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway is the number one choice of many travelers. Book now to avoid missing out.

Photos of local treasures

Browse Truckland vacation photos for more inspiration