Highlands Vacations from $318

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Your Highlands Vacation

Your next great adventure is just around the corner with a vacation package to Highlands. Relaxation, entertainment and great times — you're sure to find it in this neighborhood. When it's time to explore the sights, you'll find loads of big-name attractions nearby including Jacksonville Zoo and Gardens, Oceanway Community Center and Florida State College North Campus. Tick off one, two or all during your trip to Highlands. Stop dreaming and start doing. When you're ready to lock in your vacation to Highlands, Expedia is here to help.

The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Price was $428, price is now $318 per person
$318
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
7.2/10 Good! (1,000 reviews)
Clean Room, parking good

Reviewed on Apr 30, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,609, price is now $1,740 per person
$1,740
per person
Jun 14 - Jun 20
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,003 reviews)
The pools were nice. We were in the South Tower which was a long walk to main pool. We did not like that you needed to go through the parking garage anytime you want to go somewhere on the property. We stayed in a 3 bed, 4 bath luxury suite. Very spacious but the unit needed some updating. Dishwasher blade appeared to be broken so we didn’t even try to use. Oven door was hard to open. Ice maker was frozen over and we fixed ourselves. The property was beautiful, beach was nice. We all had a great time and would definitely return.

Reviewed on May 5, 2026

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $2,907, price is now $2,127 per person
$2,127
per person
Jun 8 - Jun 10
found 4 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
No reviews
Jekyll Ocean Club

Jekyll Ocean Club

4 out of 5
Beach Village
Save 100% on your flight
Price was $1,431, price is now $1,059 per person
$1,059
per person
Jun 11 - Jun 14
found 18 hours ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
9.4/10 Exceptional! (240 reviews)
Beach view Great location Huge room

Reviewed on Mar 7, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $2,149, price is now $1,602 per person
$1,602
per person
Jul 9 - Jul 12
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (384 reviews)
Great place to stay.

Reviewed on May 3, 2026

Where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
Fernandina Beach, Florida, USA Historic Downtown 1958

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
$164 nightly
The price is $187 total per night from May 20 to May 21
$187 total
May 20 - May 21
Total with taxes and fees
9/10 Wonderful! (3,933 reviews)
The room had a clump of hair in the bathroom upon arrival, as well as some crumbs on the couch, and was missing a robe. The staff quickly addressed these issues. Otherwise it was a lovely stay. Location by the beach is perfect, plenty of restaurants nearby. The drinks at the bar were wonderful, with ...

Reviewed on May 7, 2026

Margaritaville Jacksonville Beach
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $88 total per night from May 20 to May 21
$88 total
May 20 - May 21
Total with taxes and fees
7.8/10 Good! (1,878 reviews)
Property fits my needs for my short trip. Great location. Clean room and areas.

Reviewed on May 7, 2026

Wyndham Garden Jacksonville
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $190 total per night from May 21 to May 22
$190 total
May 21 - May 22
Total with taxes and fees
9/10 Wonderful! (1,606 reviews)
Excellent

Reviewed on May 4, 2026

Hyatt Regency Jacksonville
See all 4,013 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.
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Discover the most popular places to visit in Highlands

Jacksonville_StJohnsTownCenter_6127793_05

St. Johns Town Center

4.5/5(1,175 reviews)

With a visit to St. Johns Town Center, a favorite shopping spot in Jacksonville, you can enjoy some retail therapy. Stroll along the area's beautiful beaches or experience its great live music.

St. Johns Town Center
F/A-18 Hornets at NAS Jacksonville

Jacksonville Naval Air Station

4/5(303 reviews)

After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the lively festivals or attend a sporting event in this family-friendly area.

Jacksonville Naval Air Station
Mayport Naval Station

Mayport Naval Station

4/5(180 reviews)

Mayport Naval Station is just one of the places to see in Jacksonville, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's beautiful beaches or experience its acclaimed theater scene.

Mayport Naval Station

Things to do

Gummy Making Class

Gummy Making Class

$20
per traveler
Gummy Making Class
CraigCat Boat Tour from Fernandina Beach

CraigCat Boat Tour from Fernandina Beach

$145
per adult
98% of travellers recommend
CraigCat Boat Tour from Fernandina Beach
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

$140
per traveler
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
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.