Search Deals on
Longboat Key Vacation Packages

Build your package with 2 more options

Longboat Key Flight + Hotel Packages

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

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,082, price is now $701 per person
$701
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip 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 Lido Beach and St. Armands Circle are located nearby.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,700, price is now $904 per person
$904
per person
Apr 11 - Apr 16
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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,435, price is now $776 per person
$776
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip 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.
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Price was $4,528, price is now $2,525 per person
$2,525
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
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 Bean Point Beach are located nearby.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,702, price is now $1,001 per person
$1,001
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip 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 Lido Beach and Siesta Key Beach are located nearby.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,717, price is now $1,098 per person
$1,098
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,188, price is now $763 per person
$763
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,144, price is now $743 per person
$743
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Longboat Key Vacation Packages 3-4 Night Stays

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

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $819, price is now $546 per person
$546
per person
Apr 23 - Apr 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,188, price is now $763 per person
$763
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,002, price is now $669 per person
$669
per person
Apr 23 - Apr 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $864, price is now $578 per person
$578
per person
Apr 23 - Apr 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Longboat Key Vacation Packages 5-7 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
Save 100% on your flight
Price was $1,104, price is now $613 per person
$613
per person
Apr 8 - Apr 15
found 5 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,700, price is now $904 per person
$904
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,435, price is now $776 per person
$776
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Price was $4,528, price is now $2,525 per person
$2,525
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

Top Flight Deals

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

Frontier Airlines
Tue, Feb 24 - Tue, Mar 3
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Feb 24 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Tue, Mar 3, priced at $98 found 1 day ago
Delta
Sat, May 16 - Wed, Jun 3
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 21 hours ago
$167
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, May 16 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Jun 3, priced at $167 found 21 hours ago
Delta
Tue, Apr 21 - Sat, May 2
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Apr 21 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, May 2, priced at $169 found 2 days ago
United
Mon, Mar 2 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select United flight, departing Mon, Mar 2 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Wed, Mar 11, priced at $171 found 1 day ago