Highlands Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Highlands

Price found within the past 48 hours. Click for updated prices.
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Downtown Jacksonville
Price was CA $1,296, price is now CA $1,027 per person
CA $1,027
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
8.2/10 Very Good! (1,597 reviews)
Easy check in, staff was very helpful. Convenient location.

Reviewed on Feb 15, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was CA $5,133, price is now CA $3,576 per person
CA $3,576
per person
Apr 24 - May 1
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Daytona Beach (DAB)
8.4/10 Very Good! (1,000 reviews)
Room had a great view !! Checkin was very easy !! Monica was great !!

Reviewed on Feb 9, 2026

Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was CA $7,823, price is now CA $5,872 per person
CA $5,872
per person
Apr 5 - Apr 9
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
No reviews
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was CA $1,545, price is now CA $1,198 per person
CA $1,198
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
9/10 Wonderful! (3,345 reviews)
Bathroom had brown smear on floor near toilet. Otherwise everything thing was fine

Reviewed on Feb 16, 2026

Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Downtown Jacksonville
Price was CA $2,183, price is now CA $1,727 per person
CA $1,727
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
8.4/10 Very Good! (1,002 reviews)
Shower didn’t drain well. The plug ins on the bathroom side of the bed didn’t work. I was charged for valet parking which I didn’t use but did have them fix when I checked out.

Reviewed on Feb 15, 2026

Where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
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Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

Find hotels in Amelia City

Highlands Hotel Deals

Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
715 1st St N Jacksonville Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Feb 17 to Feb 18
CA $183
CA $207 total
Feb 17 - Feb 18
includes taxes & fees
8.8/10 Excellent! (3,632 reviews)
great place, great location and very nice people

Reviewed on Feb 14, 2026

Margaritaville Jacksonville Beach
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $289 per night from Feb 28 to Mar 1
CA $289
CA $331 total
Feb 28 - Mar 1
includes taxes & fees
8.8/10 Excellent! (1,482 reviews)
Excellent room that was very clean and fresh towels daily. Staff was exemplary.

Reviewed on Feb 9, 2026

Hyatt Regency Jacksonville
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
8 Amelia Village Circle, Amelia Island Fernandina Beach FL
8.4/10 Very Good! (1,158 reviews)
Clean room, helpful friendly staff, shuttle to shops and around property.

Reviewed on Feb 14, 2026

Get rates
The Villas of Amelia Island
See all 3,898 properties in Highlands
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 Highlands vacation package cost?
From just CA $1,027. Yes, you read that correctly. Our Highlands packages are an easy way to make your budget last longer. Combine your favorite hotels, flights and car rentals and get out and see this lively destination.
How do I get a cheap travel package to Highlands?
You'll save a pile of money if you combine your car rentals, flights and hotels into a Highlands vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 hotels all over the world, which means you'll always have plenty of options to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Highlands?
Visitors come from all over to see Cummer Museum of Art and Gardens and Jacksonville Museum of Modern Art in Highlands. Book a hotel within a stone's throw of these wonderful attractions and visit them at your leisure.
What are the top hotels in Highlands?
If it's your first time staying in Highlands, reserve a room at Red Roof Inn Jacksonville - Cruise Port or Stayable Suites Jacksonville North. Both offer friendly service and are popular options with many savvy travelers.
How far in advance should I book my Highlands vacation?
While not all airlines advertise ticket prices early, you can normally look up international airfares on Expedia up to a year in advance. This is the time when you'll nab some incredible deals. If you're booking last minute, you could still be in luck. Sometimes the cheapest prices emerge a few weeks before departure.
What does an Expedia Highlands travel package include?
You can select from any combination of hotels, flights and rental cars. Once you've made your booking, you can also add on activities and tours. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to putting together your dream Highlands getaway.
What should I know before booking a Highlands travel package?
Bundling your bookings into a Highlands vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Highlands Expedia vacation package?
With a vacation package, you're in control. Whether you'd like to fly to Highlands in economy or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Highlands vacation package?
We get that sometimes life doesn't go according to plan. If you've locked in a Highlands vacation package and have to cancel or change it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Highlands

EverBank Field which includes a lake or waterhole

EverBank Stadium

4.5/5(8 reviews)

Capable of seating over 80,000 fans, this modern football stadium is the exciting home of the Jacksonville Jaguars, international soccer games and music events.

EverBank Stadium
Golf Course

TPC Sawgrass

5/5(16 reviews)

Enjoy a round of golf in Ponte Vedra Beach at TPC Sawgrass. Stroll along the area's beautiful beaches or experience its acclaimed theater scene.

TPC Sawgrass
Jacksonville Zoo and Gardens showing zoo animals

Jacksonville Zoo and Gardens

5/5(4 reviews)

Admire thousands of animals and plants across entertaining exhibits in this family-friendly zoo that also has a children’s play area and a 4-D experience.

Jacksonville Zoo and Gardens

Things to do

Gummy Making Class

Gummy Making Class

CA $27
per traveller
Gummy Making Class
Architecture and History Tour in San Marco

Architecture and History Tour in San Marco

CA $132
per adult
Architecture and History Tour in San Marco
St. Augustine: St. Johns River Airboat Safari with a Guide

St. Augustine: St. Johns River Airboat Safari with a Guide

CA $71
per adult
100% of travellers recommend
St. Augustine: St. Johns River Airboat Safari with a Guide
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.