Harbour Island Vacation Packages 2026 from $428

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Your Harbour Island Vacation

Lock in one of our vacation packages to Harbour Island and experience the charms of this neighborhood. Especially renowned for its dining, your next unforgettable adventure starts right here. Some top nearby attractions to check out during your trip to Harbour Island include Florida Aquarium, Tampa Theater and Tampa Museum of Art. Whatever your travel goals or the size of your budget, booking the ultimate Harbour Island vacation is quick and easy with Expedia.

The Latest Harbour Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Fold Hotels Indian Shores

Save 100% on your flight

$428

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,018 reviews)

Such a nice place! Walking distance to the beach. The staff are very friendly and responsive. Our room was very clean and modern. Great stay!!

Reviewed on Sep 10, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$669

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (603 reviews)

CW Resort

Save 100% on your flight

$870

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (188 reviews)

The Avalon Club

Save 100% on your flight

$1,093

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (605 reviews)

Love the staff, room was clean,great amenities, location was excellent....only thing that needs improvement is the TV options..."ROKU" TV was terrible

Reviewed on Sep 27, 2026

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$553

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,000 reviews)

Where to stay in Harbour Island

Find the best Harbour Island areas and neighborhoods for the activities you enjoy most. Learn more about Harbour Island

A cityscape with tall buildings, palm trees, and a fountain.

Downtown Tampa

3 out of top 10 points of interest in this area

Explore top attractions like the Florida Aquarium, Glazer Children's Museum, and Tampa Riverwalk, or indulge in the vibrant nightlife and dining scene in the River Arts District. Easily navigate the area with TECO Streetcar and HART public transportation.

A street lined with palm trees, vintage buildings, and parked cars.

Ybor City

Designated as a National Historic Landmark District, this Tampa neighborhood boasts the Ybor City Museum State Park and a variety of attractions like the Cigar Museum. Enjoy Florida's oldest restaurant, Columbia, and vibrant nightlife along 7th Avenue, easily accessible via TECO Line Streetcar.

A large, two-story house with a porch, surrounded by well-maintained lawns and trees.

Hyde Park

You'll enjoy the restaurants and shopping in Hyde Park. You might want to make time for a stop at Hyde Park Village or Oxford Exchange.

A coastal cityscape with a marina, beach, and high-rise buildings during sunset.

Town 'n' Country

If you're spending some time in Town 'n' Country, Tampa Bay and Rocky Point Golf Course are top sights worth seeing.

A city skyline with modern skyscrapers, a bridge, and a waterfront.

Tampa Heights

While visiting Tampa Heights, you might make a stop by sights like Armature Works and Tampa Waterworks Park.

Harbour Island Hotel Deals

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3001 University Center Dr Tampa FL

Fully refundableReserve now, pay when you stay

$119 nightly

$135 total

Oct 12 - Oct 13

Total with taxes and fees

8.6/10 Excellent! (3,059 reviews)

"Great breakfast. Good staff"

Reviewed on Sep 30, 2026

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL

Fully refundableReserve now, pay when you stay

$110 nightly

$124 total

Oct 12 - Oct 13

Total with taxes and fees

Four Points by Sheraton Suites Tampa Airport Westshore

4400 W Cypress St Tampa FL

Fully refundableReserve now, pay when you stay

$93 nightly

$106 total

Oct 11 - Oct 12

Total with taxes and fees

8.4/10 Very Good! (1,282 reviews)

"Very nice room. Scheduled shuttle evening before and it was right on time. Beautiful atrium."

Reviewed on Sep 30, 2026

See all 6,146 properties in Harbour Island

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.