Sugarloaf Key Romantic Vacations 2026

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Top Romantic vacation packages in Sugarloaf Key

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

Solé Miami, A Noble House Resort

Ocean Four

Save 100% on your flight

$564

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (2,152 reviews)

Amazing boutique hotel! So happy to find such friendly staff and so hospitable. My biggest concern when travelling is pet friendly and we were very welcome here with my toy poodle. Great hotel for young families, pet parents and the beach accessibility couldn’t be better. Thank you all the hotel staff, looking forward to returning

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$14,649

per person

Dec 17 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Park Central South Beach

South Beach

$1,054

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,952 reviews)

It was ok. good for one night before the cruise. We got stuck in the elevator so it was kind of scary. They moved our room and gave us a little compensation for our food for the inconvenience but still not the best hotel around. It was a little run down and old. Pictures make it look a lot better than it is. Staff was really nice though

Reviewed on Oct 1, 2026

1 Hotel South Beach

South Beach

Save 100% on your flight

$2,037

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

Miami Vacation Rentals - Brickell

Brickell

Save 100% on your flight

$854

per person

Nov 12 - Nov 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (570 reviews)

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3 Night Romantic vacations in Sugarloaf Key

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

Maison Felix

North Beach

Save 100% on your flight

$979

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.8/10 Exceptional! (115 reviews)

Highly recommend to design aficianados and large group travel for privacy & location

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,574

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

EAST Miami Residences

Brickell

Save 100% on your flight

$1,051

per person

Dec 10 - Dec 13

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (151 reviews)

beatiful place

Reviewed on Sep 30, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sugarloaf Key

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4 Night Romantic vacations in Sugarloaf Key

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

Solé Miami, A Noble House Resort

Ocean Four

Save 100% on your flight

$564

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (2,152 reviews)

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$11,277

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Islip (ISP) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Park Central South Beach

South Beach

$1,054

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,952 reviews)

Reviewed on Oct 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sugarloaf Key

View all trips

How can I find the best Sugarloaf Key vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Sugarloaf Key romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of .

How can I plan a great romantic trip to Sugarloaf Key?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Sugarloaf Key?

Put a price on love with stunning deals for duos starting at just $564. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Sugarloaf Key spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

What’s the best time of year for a romantic vacation in Sugarloaf Key?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Sugarloaf Key?

To book a loved-up break in Sugarloaf Key, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Sugarloaf Key with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Sugarloaf Key romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?