View our Accessibility Statement Skip to Main Content

Vacation Deals From Philadelphia
�
Rooms - Travelers
Search

Deals from PHL Airport

Deals from PHL Airport

Traveling Between
and
Traveling Between
Filter Your Search
Filter Your Search
Filter Your Search
All-Inclusive Only
Adults-Only
Traveling Between
and
Traveling Between
Hotel Class
Destination
Number of Nights
-
$
Enter atleast $844
Sort by
All-Inclusive Only
Adults-Only
-
$
Enter atleast $844
Hotel Class
Number of Nights
Destination
Sort by
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews

    Bahia Principe Luxury Runaway Bay Adults Only - All Inclusive
    4.5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Jamaica, Montego Bay
    Best Priced Departure Dates
    2025: Dec 7 - Dec 31 2026: Jan 1 - Nov 30
    4 Nights Hotel + Flight
    Get Price Includes Taxes + Fees
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    • Accessible Resort

    JOIA Rose Hall by Iberostar (Formerly Iberostar Grand Rose Hall) - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Jamaica, Montego Bay
    Best Priced Departure Dates
    Feb 13, 2026
    4 Nights Hotel + Flight From
    $2,011 per person Includes Taxes + Fees
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 58%

    Riu Palace Aquarelle - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Jamaica, Montego Bay
    Best Priced Departure Dates
    2026: Feb 22, Feb 23
    4 Nights Hotel + Flight From
    $955 per person Includes Taxes + Fees
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews

    Grand Palladium Jamaica Resort & Spa - All Inclusive
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Jamaica, Montego Bay
    Best Priced Departure Dates
    Feb 9, 2026
    4 Nights Hotel + Flight From
    $1,073 per person Includes Taxes + Fees
  • Includes savings up to 58%

    Princess Grand Jamaica Resort - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Jamaica, Montego Bay
    Best Priced Departure Dates
    2025: Dec 7 - Dec 31 2026: Jan 1 - Nov 30
    4 Nights Hotel + Flight
    Get Price Includes Taxes + Fees
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 40%

    Dreams Karibana Cartagena Golf & Spa Resort - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cartagena
    Best Priced Departure Dates
    Feb 3, 2026
    5 Nights Hotel + Flight From
    $844 per person Includes Taxes + Fees
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews

    Maison Colbert Meliá Collection
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Paris - Charles De Gaulle
    Best Priced Departure Dates
    2025: Dec 7 - Dec 31 2026: Jan 1 - Nov 30
    5 Nights Hotel + Flight
    Get Price Includes Taxes + Fees
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews

    Alohilani Resort Waikiki Beach
    4.5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Hawaii, Honolulu, Oahu
    Best Priced Departure Dates
    2025: Dec 7 - Dec 31 2026: Jan 1 - Nov 30
    5 Nights Hotel + Flight
    Get Price Includes Taxes + Fees
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 10%

    RIU Plaza London Victoria
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    London - Heathrow, United Kingdom
    Best Priced Departure Dates
    2025: Dec 7 - Dec 31 2026: Jan 1 - Nov 30
    5 Nights Hotel + Flight
    Get Price Includes Taxes + Fees
Not seeing deals? Modify your travel preferences, change your destination, or select new dates.

Planning a getaway from Philadelphia has never been easier... or more exciting! With Apple Vacations, you can "Start Your Story" in stunning domestic and international cities where sun-drenched beaches, vibrant culture, and luxurious resorts feature in your most beautiful memories.

Flight deals from Philadelphia to incredible tropical destinations are surprisingly affordable. Pair these low fares with our vacation packages, and you have an all-encompassing escape that's ready to go. Whether it's a romantic retreat, family fun, or a special occasion, every trip from Philly sets the scene for meaningful experiences and joyous moments with the people you love.

Vacation Deals From Philadelphia FAQ

What destinations have the cheapest vacation deals from Philadelphia?

Our most affordable Philadelphia vacation packages often travel to Montego Bay and Hawaii. Montego Bay offers stunning beaches, rich culture, and all-inclusive resorts, while Hawaii provides lush nature and majestic beaches. These tropical locales combine affordability with unforgettable experiences—letting you focus on celebrating special moments with loved ones and creating lasting memories.

How far in advance should I book from Philadelphia for the best price?

For the best flight deals from Philadelphia, the optimal time to book is typically one to six months in advance. This timeframe balances low cost and availability. Scheduling more than six months out may result in higher prices. Late bookings can lead to limited options. The more popular the destination, the earlier you should book to secure your spot.

Are last minute vacation deals from Philadelphia worth it?

Yes! Last minute Philadelphia deals can be a unique way to enjoy a spontaneous getaway while saving as much as possible. With Apple Vacations, you can find vacation packages to various destinations with exclusive savings and flexible travel dates.

These bundles typically include round-trip airfare, accommodations, and more—making it easy and affordable to plan an impromptu escape.