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.

Hotel Riu Plaza Miami Beach

Mid Beach

Save 100% on your flight

$827

per person

Nov 14 - Nov 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,180 reviews)

The hotel itself is somewhat lacklustre- rooms are Cold and stark…. No artwork or anything…hallways look like army barracks and it’s loud because there’s nothing at all to absorb sound. Pool is nice, beach too, good location Breakfast buffet is good, lots of choices. Dinner buffet is not worth having…. Was disappointing. Pretty lobby, staff at check in were friendly and helpful.

Reviewed on Sep 28, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$13,361

per person

Dec 5 - Dec 12

found 12 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$977

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Assistants Front Desk. Our recent family stay at The Pelican Grand was wonderful overall, but our experience was marred by an unacceptable interaction during checkout. After a front-desk error resulted in our pack-and-play being mistakenly handed over to a family member along with another guest's groceries, we told the desk that they could retrieve the misplaced items. Instead of resolving the issue, the assistant responded with hostile, threatening emails and phone calls While we greatly appreciate the quality of the resort and staff otherwise, this aggressive conduct ruined the end of our trip. Guests should be treated with respect and staff should own up when they make a mistake. Very disappointed 😞.

Reviewed on Sep 29, 2026

1 Hotel South Beach

South Beach

Save 100% on your flight

$2,660

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

Bentley Hotel South Beach

South Beach

Save 100% on your flight

$1,817

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,145 reviews)

Very well maintained.

Reviewed on Sep 29, 2026

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5* Romantic vacations in Sugarloaf Key

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

EAST Miami

Brickell

Save 100% on your flight

$1,691

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (4,095 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$13,361

per person

Dec 5 - Dec 12

found 12 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

1 Hotel South Beach

South Beach

Save 100% on your flight

$2,660

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

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See all available trips from Columbus to Sugarloaf Key

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3 Night Romantic vacations in Sugarloaf Key

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

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$863

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$8,058

per person

Dec 4 - 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

EAST Miami Residences

Brickell

Save 100% on your flight

$1,337

per person

Dec 4 - Dec 7

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (150 reviews)

Muy contentos con todo en si

Reviewed on Sep 28, 2026

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4 Night Romantic vacations in Sugarloaf Key

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

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$977

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,574

per person

Dec 4 - Dec 8

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

Miami Vacation Rentals - Brickell

Brickell

Save 100% on your flight

$1,294

per person

Dec 3 - Dec 7

found 11 hours ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

8.8/10 Excellent! (570 reviews)

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See all available trips from Columbus to Sugarloaf Key

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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 $827. 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?