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Highland Park Vacation Packages

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Highland Park Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $602, price is now $414 per person
$414
per person
May 29 - Jun 1
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions BayCare Ballpark and Philippe Park are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,306, price is now $807 per person
$807
per person
May 1 - May 9
found 1 day 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 St. Armands Circle and Lido Beach are located nearby.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was $1,944, price is now $1,224 per person
$1,224
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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.
Crystal Palms Beach Resort

Crystal Palms Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,616, price is now $1,111 per person
$1,111
per person
May 20 - May 27
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach apartment in Treasure Island. Enjoy free WiFi, free parking, and beach cabanas (surcharge). Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Price was $990, price is now $695 per person
$695
per person
May 19 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $897, price is now $642 per person
$642
per person
May 11 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 St. Armands Circle and Lido Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,127, price is now $812 per person
$812
per person
May 1 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,207, price is now $875 per person
$875
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Highland Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $602, price is now $414 per person
$414
per person
May 29 - Jun 1
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was $715, price is now $483 per person
$483
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Price was $990, price is now $695 per person
$695
per person
May 19 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $927, price is now $660 per person
$660
per person
May 22 - May 25
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Highland Park Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $956, price is now $606 per person
$606
per person
May 30 - Jun 5
found 11 hours 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 $1,850, price is now $1,120 per person
$1,120
per person
May 20 - May 27
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was $1,944, price is now $1,224 per person
$1,224
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,216, price is now $777 per person
$777
per person
May 30 - Jun 5
found 11 hours 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.

Frontier Airlines
Mon, Apr 13 - Thu, Apr 16
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$80 Roundtrip, found 3 hours ago
$80
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Philadelphia Intl. to Tampa Intl., returning Thu, Apr 16, priced at $80 found 3 hours ago
Spirit Airlines
Tue, Mar 17 - Thu, Mar 19
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$91 Roundtrip, found 2 hours ago
$91
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Mar 17 from Detroit Metropolitan Wayne County to Tampa Intl., returning Thu, Mar 19, priced at $91 found 2 hours ago
Frontier Airlines
Sun, May 17 - Sat, May 30
TTN
Mercer
TPA
Tampa Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 17 from Mercer to Tampa Intl., returning Sat, May 30, priced at $100 found 1 day ago
Frontier Airlines
Fri, May 15 - Tue, Jun 2
CLE
Hopkins Intl.
TPA
Tampa Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 15 from Hopkins Intl. to Tampa Intl., returning Tue, Jun 2, priced at $108 found 1 hour ago