Isle of Capri Vacation Packages 2026 from $986

Your Capri Isle Vacation

Reserving a tailor-made Capri Isle vacation package is a good way to become acquainted with this neighborhood. From its renowned sites to its little-known delights, you'll be sure to uncover something new. Wondering what to see and do during your trip to Capri Isle? Nearby attractions like Johns Pass Village & Boardwalk, St. Petersburg Municipal Beach and Sunset Beach are good places to begin. Expedia can put your travel plans into action. Book your perfect Capri Isle vacation now.

The Latest Isle of Capri Vacation Packages

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

4BR Spacious Paradise

Siesta Key Village

Save 100% on your flight

$986

per person

Nov 9 - Nov 16

found 1 day ago

Roundtrip flight included

New York (NYC) to Tampa (TPA)

10/10 Exceptional! (1 review)

CW Resort

Save 100% on your flight

$1,849

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (188 reviews)

We could not have asked for more. CW resort is located in a perfect spot rught by a quiet marina and a short walk to pier 60 as well as walgreens. The property is taken care of and new. The pool has salt water and was always clean. It was very convenient having an in-house restaurant when we didn't want to go far. All the staff were friendly and helpful. Our family hopes to return!

Reviewed on Oct 3, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,313

per person

Dec 20 - Dec 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,236 reviews)

Room, pool and bar were amazing. My only complaint was beach too far to walk for afew of the others. Had to buy beach chairs as there were none at beach unless you paid a third party.

Reviewed on Oct 3, 2026

Stylish Treasure Island Escape

Sunshine Beach

Save 100% on your flight

$5,138

per person

Nov 27 - Dec 3

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Tampa (TPA)

No reviews

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,275

per person

Nov 23 - Nov 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (603 reviews)

Where to stay in Isle of Capri

Find the best Isle of Capri areas and neighborhoods for the activities you enjoy most. Learn more about Isle of Capri

A modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Sand Key

1 out of top 10 points of interest in this area

While visiting Sand Key, you might make a stop by sights like Belleair Beach and Sand Key Park.

A beach with people walking along the shore, waves crashing onto the sand, and a city skyline in the background.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.

A sunset over the ocean with a person paddleboarding and a floating structure.

Sunshine Beach

If you're spending some time in Sunshine Beach, St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island are top sights worth seeing.

Isle of Capri Hotel Deals

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$250 nightly

$283 total

Oct 28 - Oct 29

Total with taxes and fees

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$234 nightly

$264 total

Oct 4 - Oct 5

Total with taxes and fees

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

4860 West Kennedy Boulevard Tampa FL

Fully refundableReserve now, pay when you stay

$144 nightly

$163 total

Oct 12 - Oct 13

Total with taxes and fees

8.6/10 Excellent! (1,916 reviews)

"Nice hotel perfect for nfl season. Stadium only about 11 mins away"

Reviewed on Oct 3, 2026

See all 16,155 properties in Isle of Capri

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.