Diplomat Vacation Packages

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Top Holiday Package Deals in Diplomat

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,385, price is now CA $856 per person
CA $856
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (788 reviews)
Food was great, two pools (family and adults only) the room was clean which is extremely important and a great view

Reviewed on May 7, 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 CA $3,190, price is now CA $1,822 per person
CA $1,822
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Great resort. Beautiful beach. Great restaurant. Close to 5th Ave South

Reviewed on May 9, 2026

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Price was CA $2,019, price is now CA $1,378 per person
CA $1,378
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
10/10 Exceptional! (1 review)
Hurricane Ian decimated the area but the residents are working hard to bring it back to its glory days. This resort has undergone an amazing renovation and they are doing more and more every day. Their new pool and Jacuzzi is stunning. The location is perfect. The staff is wonderful!

Reviewed on Apr 29, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $1,257, price is now CA $902 per person
CA $902
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (1,192 reviews)
place was immaculate beds for super comfy

Reviewed on May 5, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,529, price is now CA $1,102 per person
CA $1,102
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (846 reviews)
The resort is wonderful. Beware the high pressure sale to join the Hyatt Vacation Club. That made our stay less than we hoped for.

Reviewed on May 5, 2026

Where to stay in Diplomat

Find the best Diplomat areas and neighborhoods for the activities you enjoy most. Learn more about Diplomat
Vögel an der Westküste Floridas

Pelican

1 out of top 10 points of interest in this area
4.5/5(2 area reviews)

If you're spending some time in Pelican, Tarpon Point and Chabad Jewish Center are top sights worth seeing.

Find hotels in Pelican

Diplomat Hotel Deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Jun 2 to Jun 3
CA $256
CA $356 total
Jun 2 - Jun 3
includes taxes & fees
9.2/10 Wonderful! (2,583 reviews)
Absolutely beautiful

Reviewed on May 9, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
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 $270 per night from May 27 to May 28
CA $270
CA $369 total
May 27 - May 28
includes taxes & fees
9/10 Wonderful! (2,079 reviews)
Omg…the pool is just disgusting! People blow their noses it & so on

Reviewed on May 10, 2026

Margaritaville Beach Resort Fort Myers
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
The price is CA $150 per night from May 25 to May 26
CA $150
CA $168 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,452 reviews)
The room was clean. The breakfast had a variety of foods. The laundry amenity was convenient. Customer service was great. Good price for location.

Reviewed on May 10, 2026

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
See all 16,074 properties in Diplomat
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Diplomat vacation package cost?
From as little as CA $856. Yes, you read that correctly. Our Diplomat vacation packages are an easy way to make your dollars go much further. Bundle your favorite hotels, flights and rental car and get to know this exciting destination.
How do I get a cheap travel package to Diplomat?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a Diplomat travel package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels across the globe, which means you'll always have plenty of variety to choose from. Want to save even more? Add some popular activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Diplomat?
A vacation in Diplomat isn't complete without checking out Del Tura Golf and Country Club, Shell Factory and Nature Park and Va Clinic Cape Coral. Spend your nights close to these top sights and make sightseeing simple.
What are the top hotels in Diplomat?
Secure a room at Modern Coastal 3 Bedroom Villa With Salt Water Heated Pool And Office. It's one of the area's most popular hotels. Another highly rated option in Diplomat is Villa Phoenix - An Oasis Of Calm.
How far in advance should I book my Diplomat vacation?
Search Expedia to compare international fares as soon as possible. You can generally purchase a seat up to 12 months in advance. If you can't find your preferred carrier, or you've left things to the last minute, don't stress. Cheap fares to Diplomat occasionally appear just weeks before the date of departure.
What does an Expedia Diplomat travel package include?
Choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add the fun stuff like experiences and activities. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to creating your perfect Diplomat trip.
What should I know before booking a Diplomat travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up fabulous discounts. Hotels aren't your only option, though. Book with us and choose from beach villas, city apartments and even treehouses and ranches!
Can I choose my airline with a Diplomat Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have access to more than 550 airline partners across the globe, so you have loads of choice when putting together your Diplomat adventure.
If I'm not able to travel, can I cancel my Diplomat vacation package?
Certainly, and we'll help you every step of the way. You may be able to cancel or amend your Diplomat vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your circumstances unexpectedly change, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Diplomat

A Cute diverse boy and little girl running and splashing together holding hands in the large swimming pool resort while on a family vacation

Sun Splash Water Park

5/5(2 reviews)

Enjoy the thrill rides with your kiddos at Sun Splash Water Park during your trip to Cape Coral. Stroll along the marina or discover the beautiful sunsets in this family-friendly area.

Sun Splash Water Park

Mike Greenwell's Bat-A-Ball & Family Fun Park

Take the family on an outing to Mike Greenwell's Bat-A-Ball & Family Fun Park during your trip to Cape Coral. Stroll along the marina or discover the area's beautiful sunsets.

Mike Greenwell's Bat-A-Ball & Family Fun Park

Del Tura Golf and Country Club

Enjoy a round of golf in North Fort Myers at Del Tura Golf and Country Club. Attend a sporting event in this family-friendly area.

Del Tura Golf and Country Club

Things to do

Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

CA $138
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
Ft Myers Beach: Tropical Beach Getaway 3 Hour TikiPub Cruise

Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise

CA $138
per adult
Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise
Fort Myers: Guided Standup Paddleboarding or Kayaking Tour

Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

CA $90
per adult
80% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
See all activities in Cape Coral
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.