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Ailey Vacation Packages

Build your package with 2 more options

Ailey Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
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 $1,190, price is now $811 per person
$811
per person
Nov 10 - Nov 16
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this aparthotel in Savannah. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions River Street and Forsyth Park are located nearby.
We had the 4 bedroom suite - 2 bedrooms on main floor and 2 upstairs. The apartment was spacious and clean. House keeping only comes on day 7. There is a pool however it is being redone. Front desk was not very friendly.

Reviewed on Aug 21, 2026

Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Save 100% on your flight
Price was $1,278, price is now $843 per person
$843
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip 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.

Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Save 100% on your flight
Price was $1,740, price is now $1,149 per person
$1,149
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip 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 Shelter Cove Harbour and Palmetto Dunes Club are located nearby.
Kitchen was well stocked with cookware that was in like new condition. Beautiful, clean and cool. Good shower power. Great location for sunrise walks on the beach and short drive to everywhere. Friendly and welcome staff. Parking spots were quite narrow, though, so come with a compact car if possible! We will miss this island!

Reviewed on Aug 22, 2026

River Street Inn

River Street Inn

4 out of 5
Save 100% on your flight
Price was $1,547, price is now $1,031 per person
$1,031
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury 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 City Market are located nearby.

The Juliette by AvantStay

The Juliette by AvantStay

3 out of 5
Save 100% on your flight
Price was $2,148, price is now $1,454 per person
$1,454
per person
Nov 10 - Nov 16
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this apartment in Savannah. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Forsyth Park and River Street are located nearby.

Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Save 100% on your flight
Price was $1,948, price is now $1,322 per person
$1,322
per person
Nov 10 - Nov 16
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy free breakfast, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Forsyth Park and River Street are located nearby.
My stay was amazing and I had a great room. The experience over all was relaxing

Reviewed on Aug 23, 2026

Godley Manor

Godley Manor

3 out of 5
Save 100% on your flight
Price was $1,525, price is now $1,039 per person
$1,039
per person
Nov 10 - Nov 16
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this guesthouse in Savannah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Street and Forsyth Park are located nearby.

The Galloway House Inn

The Galloway House Inn

4 out of 5
Save 100% on your flight
Price was $1,407, price is now $959 per person
$959
per person
Nov 10 - Nov 16
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Savannah. Enjoy free parking, a garden, and a picnic area. Popular attractions Forsyth Park and River Street are located nearby.
Beautiful place,very clean and near to most attractions

Reviewed on Aug 20, 2026

Ailey Vacation Packages 3-4 Night Stays

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

River Street Inn

4 out of 5
Historic Downtown Savannah
Price was $1,115, price is now $815 per person
$815
per person
Nov 6 - Nov 9
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,772, price is now $1,190 per person
$1,190
per person
Nov 6 - Nov 9
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Perry Lane Hotel, A Luxury Collection Hotel, Savannah

Perry Lane Hotel, A Luxury Collection Hotel, Savannah

5 out of 5
Historic Downtown Savannah
Price was $1,360, price is now $1,002 per person
$1,002
per person
Nov 6 - Nov 9
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
The Juliette by AvantStay

The Juliette by AvantStay

3 out of 5
Historic Downtown Savannah
Price was $1,378, price is now $1,024 per person
$1,024
per person
Nov 6 - Nov 9
found 17 hours ago
Roundtrip 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.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Hitch Village - Fred Wessels Homes
Save 100% on your flight
Price was $1,278, price is now $843 per person
$843
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,740, price is now $1,149 per person
$1,149
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,547, price is now $1,031 per person
$1,031
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
The Juliette by AvantStay

The Juliette by AvantStay

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $2,148, price is now $1,454 per person
$1,454
per person
Nov 10 - Nov 16
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)

Top Flight Deals

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

American Airlines
Sat, Oct 17 - Sat, Oct 31
DFW
Dallas-Fort Worth Intl.
SAV
Savannah - Hilton Head Intl.
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Oct 17 from Dallas-Fort Worth Intl. to Savannah - Hilton Head Intl., returning Sat, Oct 31, priced at $200 found 2 days ago
Southwest Airlines
Sat, Oct 17 - Sat, Oct 31
DAL
Love Field
SAV
Savannah - Hilton Head Intl.
$215 Roundtrip, found 9 hours ago
$215
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Sat, Oct 17 from Love Field to Savannah - Hilton Head Intl., returning Sat, Oct 31, priced at $215 found 9 hours ago
United
Wed, Sep 16 - Wed, Sep 23
ORD
O'Hare Intl.
SAV
Savannah - Hilton Head Intl.
$237 Roundtrip, found 3 hours ago
$237
Roundtrip
found 3 hours ago
Select United flight, departing Wed, Sep 16 from O'Hare Intl. to Savannah - Hilton Head Intl., returning Wed, Sep 23, priced at $237 found 3 hours ago
Bargain Flight
Tue, Nov 3 - Sat, Nov 14
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$239 Roundtrip, found 3 days ago
$239
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Nov 3 from Logan Intl. to Savannah - Hilton Head Intl., returning Sat, Nov 14, priced at $239 found 3 days ago