Downtown Historic District Vacations from ￥140,744

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The Latest Downtown Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was ￥224,700, price is now ￥140,744 per person
￥140,744
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Rooms were clean amd the property staff friendly and assisting when a question came up! I will tell two friends about my experience and recommend this property!

Reviewed on Jan 13, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was ￥290,317, price is now ￥167,592 per person
￥167,592
per person
Mar 4 - Mar 10
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,085 reviews)
Room was great, very clean, gorgeous view, staff was really courteous. One of the best hotels we've ever stayed in.

Reviewed on Jan 14, 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
Price was ￥347,744, price is now ￥202,530 per person
￥202,530
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
House could have been a bit cleaner otherwise we enjoyed our stay

Reviewed on Jan 11, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ￥373,240, price is now ￥233,501 per person
￥233,501
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
Beautiful room, very clean. Outside patio was very nice & the restaurant was very good. Staff was friendly & attentive. Easy parking behind the building. Great location to medical center & downtown.

Reviewed on Jan 13, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was ￥265,234, price is now ￥168,321 per person
￥168,321
per person
Mar 4 - Mar 10
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
7.8/10 Good! (188 reviews)
No complaints. All was extremely good

Reviewed on Jan 4, 2026

Where to stay in Downtown Historic District

Find the best Downtown Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Historic District
Cathedral Basilica of St. Augustine featuring heritage elements and a church or cathedral

St. Augustine Historic District

2 out of top 10 points of interest in this area
5/5(812 area reviews)

Explore the colonial heart of St. Augustine, featuring narrow streets and landmarks like Castillo de San Marcos and Cathedral Basilica. Discover the city's oldest residences, such as the González–Alvarez House.

Find hotels in St. Augustine Historic District

Downtown Historic District Hotel Deals

Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

4 out of 5
95 Cordova St St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ￥34,767 per night from Jan 25 to Jan 26
￥34,767
￥42,644 total
Jan 25 - Jan 26
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
Had drink at bar. Very good experience. Low rank for staff was based on check out. Was charged $100 and no explanation on why. Also couldn't get copy because printer was down.said i would get at my gmail. After no gmail i tried to reach out and couldn't get response.

Reviewed on Jan 9, 2026

Casa Monica Resort & Spa, Autograph Collection
Casablanca Inn on the Bay

Casablanca Inn on the Bay

3.5 out of 5
24 Avenida Menendez St. Augustine FL
The price is ￥24,879 per night from Jan 15 to Jan 16
￥24,879
￥27,740 total
Jan 15 - Jan 16
includes taxes & fees
8.6/10 Excellent! (912 reviews)
Amazing and cute hotel! Our first stay here and so worth it! Free and easy parking, great staff! Walkable to everything! And you get a free martini, which was the best I’ve had. You get priority to the restaurant that is attached and that was so appreciated. We grabbed a quick bite which did not ...

Reviewed on Jan 11, 2026

Casablanca Inn on the Bay
AC Hotel St. Augustine

AC Hotel St. Augustine

3.5 out of 5
90 Riberia Street St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ￥26,707 per night from Jan 19 to Jan 20
￥26,707
￥29,779 total
Jan 19 - Jan 20
includes taxes & fees
8.8/10 Excellent! (85 reviews)
Na

Reviewed on Jan 8, 2026

AC Hotel St. Augustine
See all 427 properties in Downtown Historic District
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 Downtown Historic District vacation package cost?
Say yes to new adventures with our Downtown Historic District vacation packages, which start from only ￥140,744. Choose the hotels and flights that suit your style. Then, add on some sightseeing activities for an unforgettable escape.
How do I get a cheap travel package to Downtown Historic District?
Combining your hotel and flight with Expedia won't just save valuable time — it'll save you a pretty penny too. A Downtown Historic District vacation package makes it a cinch to organize the ideal trip. With more than 550 airlines throughout the world to select from, finding flights that fit your busy schedule won't be a challenge. On top of that, we have over 1,000,000 hotel options globally to take your pick of. Now that's what you call choice. No matter who you are, Expedia brings the world within your reach.
Where should I stay in Downtown Historic District?
A trip to Downtown Historic District isn't complete until you've seen World Golf Village and Flagler College. Book a room within walking distance and easily access these famous attractions.
What are the top hotels in Downtown Historic District?
The Ray - Penthouse Suite - 360° Rooftop View and The Ray - 2nd Floor Historic Condo are two of the most popular hotels in Downtown Historic District. Why not look up the rates and facilities at each and then make up your mind?
How far in advance should I book my Downtown Historic District vacation?
To score rock-bottom prices, book as early as you can. Airlines usually advertise flights, along with some of the lowest fares, up to a year prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Downtown Historic District, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Downtown Historic District travel package include?
Flights, hotels and a cool set of wheels for all your fun road trip adventures. Simply choose your favorite bundle and get access to great discounts. Once you've made your booking, add on a couple of activities and tours and watch your savings grow. When it comes to crafting your Downtown Historic District getaway, the choice is all yours!
What should I know before booking a Downtown Historic District travel package?
Design deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save big bucks just by combining your bookings. Whether you're taking off on a skiing adventure or kicking back on a warm beach, your ideal vacation is only clicks away.
If I'm not able to travel, can I cancel my Downtown Historic District vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Downtown Historic District vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Discover the most popular places to visit in Downtown Historic District

Florida featuring street scenes

St. George Street

You can find the perfect gifts to bring home at St. George Street during your visit to St. Augustine. You can enjoy the coffeehouses while in the area.

St. George Street
Castillo de San Marcos which includes heritage elements

Castillo de San Marcos National Monument

Explore one of the the oldest standing masonry forts in North America and watch cannons being fired from the ramparts.

Castillo de San Marcos National Monument
Spanish Historical Building St Augustine Florida, Shutterstock ID 36372406, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget

Flagler College

Explore the campus of Flagler College, during your trip to St. Augustine. Discover the area's fascinating museums, or seek out its local tours.

Flagler College

Things to do

Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

￥4,420
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

￥7,038
per adult
88% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
St. Augustine: Dolphin and Wildlife Historical Boat Tour

St. Augustine: Dolphin and Wildlife Historical Boat Tour

￥4,503
per adult
100% of travellers recommend
St. Augustine: Dolphin and Wildlife Historical Boat Tour
See all activities in St. Augustine
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.