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Ailey Vacation Packages

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Ailey Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
Save 100% on your flight
Price was $383, price is now $246 per person
$246
per person
Feb 19 - Feb 23
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coligny Beach and Lowcountry Celebration Park are located nearby.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Save 100% on your flight
Price was $564, price is now $355 per person
$355
per person
Jan 29 - Feb 6
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Hilton Head Island. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Coligny Beach and Legendary Golf are located nearby.
Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
Save 100% on your flight
Price was $1,357, price is now $858 per person
$858
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Bluffton. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions May River Golf Club at Palmetto Bluff and Bluffton Oyster Factory Park are located nearby.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $677, price is now $441 per person
$441
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions River Street and Forsyth Park are located nearby.
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $816, price is now $554 per person
$554
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy free WiFi, a full-service spa, and 12 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Street and Forsyth Park are located nearby.
The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy

4 out of 5
Save 100% on your flight
Price was $715, price is now $487 per person
$487
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Savannah. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Popular attractions River Street and Forsyth Park are located nearby.
River Street Inn

River Street Inn

4 out of 5
Save 100% on your flight
Price was $763, price is now $528 per person
$528
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this historic hotel in Savannah. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions River Street and Forsyth Park are located nearby.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Price was $622, price is now $436 per person
$436
per person
Mar 4 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this beach condo in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Coligny Beach and Islanders Beach Park are located nearby.

Ailey Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Save 100% on your flight
Price was $343, price is now $216 per person
$216
per person
Feb 19 - Feb 23
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
Palmetto Bluff
Save 100% on your flight
Price was $1,357, price is now $858 per person
$858
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
South End
Save 100% on your flight
Price was $383, price is now $246 per person
$246
per person
Feb 19 - Feb 23
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

4.5 out of 5
Hitch Village - Fred Wessels Homes
Save 100% on your flight
Price was $677, price is now $441 per person
$441
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)

Ailey Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Price was $738, price is now $491 per person
$491
per person
Feb 23 - Mar 2
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
Palmetto Bluff
Save 100% on your flight
Price was $3,688, price is now $2,250 per person
$2,250
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy

4 out of 5
Historic District - North
Save 100% on your flight
Price was $936, price is now $586 per person
$586
per person
Feb 4 - Feb 9
found 16 hours ago
Roundtrip flight included
New York (JFK) to Savannah (SAV)
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,213, price is now $799 per person
$799
per person
Feb 4 - Feb 9
found 16 hours ago
Roundtrip flight included
New York (JFK) to Savannah (SAV)

Top Flight Deals

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

JetBlue Airways
Fri, Jan 9 - Sat, Jan 10
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Jan 9 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Sat, Jan 10, priced at $147 found 3 days ago
JetBlue Airways
Mon, May 4 - Wed, May 13
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, May 4 from Logan Intl. to Savannah - Hilton Head Intl., returning Wed, May 13, priced at $167 found 1 day ago
Spirit Airlines
Sat, Dec 20 - Mon, Jan 19
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Dec 20 from Newark Liberty Intl. Airport to Savannah - Hilton Head Intl., returning Mon, Jan 19, priced at $175 found 1 day ago
Delta
Thu, Jan 1 - Thu, Jan 1
PHL
Philadelphia Intl.
SAV
Savannah - Hilton Head Intl.
$241 Roundtrip, found 22 hours ago
$241
Roundtrip
found 22 hours ago
Select Delta flight, departing Thu, Jan 1 from Philadelphia Intl. to Savannah - Hilton Head Intl., returning Thu, Jan 1, priced at $241 found 22 hours ago