Search Deals onSouthern Highlands Vacation Packages
Southern Highlands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Serene Studio With Balcony in Prime Location
Price was $1,865, price is now $1,580 per person
$1,580
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this apartment in Sydney. Enjoy free parking and in-room washers/dryers. Popular attractions Sydney Harbour Bridge and Sydney Opera House are located nearby.
Elegant Stay in Balmain With Pool Access
Price was $2,443, price is now $1,862 per person
$1,862
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this apartment in Sydney. Enjoy free parking, in-room washers/dryers, and an outdoor pool. Popular attractions Star Casino and Circular Quay are located nearby.
Bright Tamarama 2-bed With Balcony Water View
Price was $2,229, price is now $1,767 per person
$1,767
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this apartment in Sydney. Enjoy free parking and in-room washers/dryers. Popular attractions Bondi Beach and Taronga Zoo are located nearby.
YEHS Hotel Sydney QVB
Price was $2,149, price is now $1,743 per person
$1,743
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this hotel in Sydney. Enjoy free WiFi, daily housekeeping, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Star Casino and Circular Quay are located nearby.
Fabulous location with small but comfortable rooms.
Reviewed on Jul 14, 2026
Stunning Ocean Views With Manly At Your Doorstep
Price was $1,988, price is now $1,634 per person
$1,634
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this apartment in Sydney. Enjoy free parking and an outdoor pool. Popular attractions Taronga Zoo and Sydney Opera House are located nearby.
Art Deco 2-bed Close to City and Harbour
Price was $2,033, price is now $1,672 per person
$1,672
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this apartment in Sydney. Enjoy free parking and in-room washers/dryers. Popular attractions Sydney Harbour Bridge and Taronga Zoo are located nearby.
Apartment With Pool Access, a Minute to the Beach
Price was $1,972, price is now $1,626 per person
$1,626
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this apartment in Sydney. Enjoy free parking and an outdoor pool. Popular attractions Sydney Opera House and Sydney Harbour Bridge are located nearby.
Hotel Ravesis
Price was $1,969, price is now $1,815 per person
$1,815
per person
Aug 22 - Aug 27
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sydney (SYD)
Stay at this hotel in Sydney. Enjoy free WiFi, 3 bars/lounges, and a nightclub. Popular attractions Sydney Opera House and Circular Quay are located nearby.
Lovely hotel right in the middle of Bondi. Incredible view, lovely staff, beautiful room
Reviewed on Jul 6, 2026
Southern Highlands Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Southern Highlands Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Sep 22 - Mon, Sep 28
BNE
Brisbane
SYD
Kingsford Smith Intl.
$176 Roundtrip, found 23 hours ago
$176
Roundtrip
found 23 hours ago
Sat, Aug 29 - Thu, Sep 10
LAX
Los Angeles Intl.
SYD
Kingsford Smith Intl.
$928 Roundtrip, found 2 hours ago
$928
Roundtrip
found 2 hours ago
Tue, Jan 26 - Sun, Feb 14
LAX
Los Angeles Intl.
WSI
Western Sydney Intl. Airport
$1,301 Roundtrip, found 2 hours ago
$1,301
Roundtrip
found 2 hours ago
Wed, Jul 22 - Sat, Jul 25
LHR
Heathrow
SYD
Kingsford Smith Intl.
$1,904 Roundtrip, found 2 hours ago
$1,904
Roundtrip
found 2 hours ago
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