A waterfront with a pier, calm water, and houses with palm trees in the background.

Lower Sugarloaf Key Luxury Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Luxury vacation packages in Lower Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
  • Dec 28 - Jan 1

    The 27 Wynwood + Flight

    Wynwood Art District
    4 nights
    4.0 star property
    9.4/10 - Exceptional (152 reviews)
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ¥380,574
    ¥330,525
    per traveler
    found 8 hours ago
    The 27 Wynwood
  • Dec 28 - Jan 1

    Fontainebleau Miami Beach + Flight

    Mid Beach
    4 nights
    4.5 star property
    8.6/10 - Excellent (9,223 reviews)
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ¥596,281
    ¥493,552
    per traveler
    found 8 hours ago
    Fontainebleau Miami Beach
  • Dec 28 - Jan 1

    Trump National Doral Miami + Flight

    Doral
    4 nights
    5.0 star property
    9.6/10 - Exceptional (1,596 reviews)
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ¥460,388
    ¥382,206
    per traveler
    found 8 hours ago
    Trump National Doral Miami
  • Dec 28 - Jan 1

    Faena Miami Beach + Flight

    Mid Beach
    4 nights
    5.0 star property
    9.2/10 - Wonderful (913 reviews)
    "All over the world I’ve traveled the staff here is truly the best I have ever experienced they all work cohesively and notice every single fine detail about your prefrences I can’t thank them enough . The beach is the best in Miami for south beach. Renata at curio is bar none as well as Yodit at big bang. Management and staff Lily , Ian, Ann, Gian Luc , Kyle , Simone , JL , Jean Pablo , & Kelvin make everything absolutely seamless , my apologies for who I haven’t mentioned as the whole staff is..."
    Reviewed November 9, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ¥1,428,969
    ¥1,210,514
    per traveler
    found 8 hours ago
    Faena Miami Beach
  • Dec 28 - Jan 1

    Sense28 Edgewater, an AvantStay Hotel + Flight

    Midtown
    4 nights
    4.0 star property
    9.6/10 - Exceptional (142 reviews)
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ¥458,895
    ¥399,049
    per traveler
    found 8 hours ago
    Sense28 Edgewater, an AvantStay Hotel

Top Luxury Lower Sugarloaf Key Hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All you need to know about luxury vacations in Lower Sugarloaf Key

What can I expect from a luxury Lower Sugarloaf Key vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Lower Sugarloaf Key vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Lower Sugarloaf Key?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Lower Sugarloaf Key luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at ¥330,525. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Lower Sugarloaf Key?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Lower Sugarloaf Key with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Lower Sugarloaf Key?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Lower Sugarloaf Key with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Lower Sugarloaf Key with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.