Diplomat Vacations from ￥242,906

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Diplomat 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 ￥260,549, price is now ￥242,906 per person
￥242,906
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
It was wonderful, the canal is so pretty The ladies at the front desk were fabulous

Reviewed on Jul 7, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was ￥325,990, price is now ￥279,130 per person
￥279,130
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Fort Myers (RSW)
8.8/10 Excellent! (372 reviews)
The property was well restored and maintained. Staff (at the pool) needs to level up.

Reviewed on Jul 10, 2026

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was ￥272,845, price is now ￥251,542 per person
￥251,542
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Fort Myers (RSW)
9/10 Wonderful! (1,681 reviews)
Clean rooms, quick access to beach and restaurants.

Reviewed on Jul 11, 2026

Landing Apartments Fort Myers - Cape Coral

Landing Apartments Fort Myers - Cape Coral

4 out of 5
The Forum
Price was ￥282,882, price is now ￥261,992 per person
￥261,992
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Fort Myers (RSW)
8.4/10 Very Good! (5 reviews)
The perfect area to stay. Safe. Centrally located. Apartment was new. Pool was fantastic! The only draw back was that the kitchen was not very clean. Dishes had to be washed before used. Towels were dirty.

Reviewed on Jul 1, 2026

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Price was ￥274,477, price is now ￥255,170 per person
￥255,170
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Fort Myers (RSW)
9.8/10 Exceptional! (24 reviews)
Brittany was our host and she was beyond amazing!!! We will definitely be back!

Reviewed on May 28, 2026

Where to stay in Diplomat

Find the best Diplomat areas and neighborhoods for the activities you enjoy most. Learn more about Diplomat
A pier extending into the water with two gazebos at the end, under a sunset sky.

Pelican

1 out of top 10 points of interest in this area
4.5/5(47 area reviews)

If you're spending some time in Pelican, Tarpon Point and Rotary Park Environmental 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 ￥27,250 per night from Jul 30 to Jul 31
￥27,250
￥38,670 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (2,982 reviews)
"Great overall highly recommended"

Reviewed on Jul 12, 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 ￥31,842 per night from Jul 26 to Jul 27
￥31,842
￥43,616 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (2,318 reviews)
"Great amenities and really good food at all the eateries.. You get the best of both worlds. Beach and cool pool…"

Reviewed on Jul 10, 2026

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
The price is ￥22,622 per night from Jul 20 to Jul 21
￥22,622
￥28,828 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,729 reviews)
"Clean rooms, quick access to beach and restaurants."

Reviewed on Jul 11, 2026

Lani Kai Beachfront Resort
See all 16,164 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.

Frequently asked questions

How much does a Diplomat vacation package cost?
From as little as ￥242,906. 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.

Things to do

Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

￥16,252
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

￥16,246
per adult
Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise
Historic Walking Tour of Fort Myers

Historic Walking Tour of Fort Myers

￥4,876
per adult
100% of travellers recommend
Historic Walking Tour of Fort Myers
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.