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Dade City Vacation Packages

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Dade City Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $586, price is now $385 per person
$385
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,599, price is now $924 per person
$924
per person
Dec 8 - Dec 13
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,452, price is now $936 per person
$936
per person
Dec 8 - Dec 15
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
It was very comfortable. I love the fact you have transportation to go to the beach and that you gave us the umbrella, towels and chairs. The front desk personnel were very nice and helpful. Thanks

Reviewed on Sep 23, 2026

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,412, price is now $925 per person
$925
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Our family had a wonderful stay. The location was perfect. We also loved being able to use the hotels umbrellas, chairs & towels at the beach. The suite was more spacious than we expected! The sofa bed was not comfortable, but the regular beds were. Can’t beat the price for the room & view we had. We would absolutely come back!

Reviewed on Sep 21, 2026

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $3,066, price is now $2,034 per person
$2,034
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bradenton Beach are located nearby.
Great place to stay! Friendly staff and beautiful ocean front rooms.

Reviewed on Sep 18, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,497, price is now $999 per person
$999
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
It was very nice. My husband is ready to return

Reviewed on Sep 23, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,361, price is now $912 per person
$912
per person
Dec 8 - Dec 13
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

VIinoy House

VIinoy House

3.5 out of 5
Save 100% on your flight
Price was $1,230, price is now $826 per person
$826
per person
Nov 9 - Nov 15
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this B&B in St. Petersburg. Enjoy free WiFi, free parking, and bathrobes. Popular attractions Tampa Bay and Vinoy Park are located nearby.

Dade City Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $586, price is now $385 per person
$385
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,360, price is now $833 per person
$833
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,321, price is now $829 per person
$829
per person
Dec 18 - Dec 22
found 1 hour ago
Roundtrip flight included
Pittsburgh (PIT) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $688, price is now $436 per person
$436
per person
Oct 27 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Dade City Vacation Packages 5-7 Night Stays

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

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $973, price is now $639 per person
$639
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,599, price is now $924 per person
$924
per person
Dec 8 - Dec 13
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,452, price is now $936 per person
$936
per person
Dec 8 - Dec 15
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,412, price is now $925 per person
$925
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Allegiant Air
Fri, Oct 2 - Mon, Oct 5
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Oct 2 from Philadelphia Intl. to St. Petersburg-Clearwater Intl., returning Mon, Oct 5, priced at $98 found 5 days ago
Frontier Airlines
Tue, Nov 17 - Wed, Dec 2
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$111 Roundtrip, found 10 hours ago
$111
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Philadelphia Intl. to Tampa Intl., returning Wed, Dec 2, priced at $111 found 10 hours ago
Frontier Airlines
Mon, Oct 26 - Fri, Oct 30
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$112 Roundtrip, found 9 hours ago
$112
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Oct 26 from Detroit Metropolitan Wayne County to Tampa Intl., returning Fri, Oct 30, priced at $112 found 9 hours ago
Frontier Airlines
Tue, Oct 20 - Wed, Oct 28
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Oct 20 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Wed, Oct 28, priced at $117 found 3 days ago