Joe Island Vacation Packages 2026 from $669

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The Latest Joe Island vacation packages

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

ChartHouse Clearwater Beach Marina Hotel

$669

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,341 reviews)

Excellent staff and the room was very clean

Reviewed on Aug 18, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,428

per person

Oct 2 - Oct 9

found 2 days ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (568 reviews)

Staff was extremely friendly and helpful will definitely be returning

Reviewed on Aug 15, 2026

CW Hotel

Save 100% on your flight

$949

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (48 reviews)

It’s a vibe and the view was amazing. House keeping very friendly.

Reviewed on Aug 17, 2026

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$1,017

per person

Oct 19 - Oct 25

found 2 days ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,151 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$849

per person

Oct 31 - Nov 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

Everything was good

Reviewed on Aug 17, 2026

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What to do in Joe Island

Three Hour Shelling Cruise to Shell Key Preserve from John's Pass

$45

per adult

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$109

per adult

100% of travellers recommend

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55

per adult

100% of travellers recommend

See all activities in Joe Island

Joe Island Hotel Deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$64 nightly

$72 total

Aug 23 - Aug 24

Total with taxes and fees

9.2/10 Wonderful! (5,864 reviews)

"Excellent stay in Sarasota. A beautiful hotel with friendly staff :)"

Reviewed on Aug 17, 2026

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Fully refundableReserve now, pay when you stay

$176 nightly

$199 total

Aug 24 - Aug 25

Total with taxes and fees

9.4/10 Exceptional! (2,478 reviews)

"We had a wonderful experience at Compass Hotel by Margaritaville. From the moment we arrived, we felt welcomed and well taken care of. The entire staff was friendly, professional, and always willing to help. The front desk service was excellent, the rooms were clean, comfortable, and well maintained, ..."

Reviewed on Aug 17, 2026

Island Grand at TradeWinds

5500 Gulf Blvd St. Pete Beach FL

Fully refundableReserve now, pay when you stay

$224 nightly

$253 total

Aug 19 - Aug 20

Total with taxes and fees

7.8/10 Good! (1,322 reviews)

"First room we had we found a cockroach, second room we were given has an extreme water leak. Third room we were given we could hardly get the door to open and close. Everywhere we went it was very dirty and trash and dirty towels left all over the property. The only kid pool our two year old could ..."

Reviewed on Aug 17, 2026

See all 15,004 properties in Joe 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.