Nantucket Island Romantic Vacations 2026

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Top Romantic vacation packages in Nantucket Island

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

The Beachside

Nantucket Town

$782

per person

Oct 4 - Oct 7

found 6 hours ago

Roundtrip flight included

New York (NYC) to Boston (BOS)

9.4/10 Exceptional! (347 reviews)

Jared Coffin House

Nantucket Town

$1,579

per person

Oct 2 - Oct 4

found 17 hours ago

Roundtrip flight included

White Plains (HPN) to Boston (BOS)

9.2/10 Wonderful! (954 reviews)

The staff was incredible, they made the stay worth it.

Reviewed on Aug 31, 2026

White Elephant Hotel

Nantucket Town

$1,006

per person

Nov 5 - Nov 8

found 15 hours ago

Roundtrip flight included

New York (LGA) to Boston (BOS)

9.6/10 Exceptional! (360 reviews)

The Wauwinet

$2,101

per person

Oct 22 - Oct 25

found 15 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Boston (BOS)

9.6/10 Exceptional! (122 reviews)

This is a place of peace and rest. Not far outside the business of Nantucket, it feels like an escape for the mind. I just spent three nights and I slept better than in any other hotel I can remember.

Reviewed on Aug 21, 2026

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3 Night Romantic vacations in Nantucket Island

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

The Beachside

Nantucket Town

$782

per person

Oct 4 - Oct 7

found 6 hours ago

Roundtrip flight included

New York (NYC) to Boston (BOS)

9.4/10 Exceptional! (347 reviews)

White Elephant Hotel

Nantucket Town

$4,248

per person

Oct 2 - Oct 5

found 5 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Boston (BOS)

9.6/10 Exceptional! (360 reviews)

Jared Coffin House

Nantucket Town

$2,065

per person

Oct 2 - Oct 5

found 5 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Boston (BOS)

9.2/10 Wonderful! (954 reviews)

The staff was incredible, they made the stay worth it.

Reviewed on Aug 31, 2026

Don't see what you're looking for?

See all available trips from Columbus to Nantucket Island

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4 Night Romantic vacations in Nantucket Island

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

Jared Coffin House

Nantucket Town

$1,158

per person

Oct 3 - Oct 7

found 7 hours ago

Roundtrip flight included

New York (NYC) to Boston (BOS)

9.2/10 Wonderful! (954 reviews)

The staff was incredible, they made the stay worth it.

Reviewed on Aug 31, 2026

The Beachside

Nantucket Town

$1,837

per person

Oct 5 - Oct 9

found 5 hours ago

Roundtrip flight included

Huntsville (HSV) to Boston (BOS)

9.4/10 Exceptional! (347 reviews)

Brass Lantern Inn

Nantucket Town

$2,113

per person

Oct 5 - Oct 9

found 5 hours ago

Roundtrip flight included

Huntsville (HSV) to Boston (BOS)

9.4/10 Exceptional! (112 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Nantucket Island

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How can I find the best Nantucket Island 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 Nantucket Island 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 Nantucket Island?

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 Nantucket Island?

Put a price on love with stunning deals for duos starting at just $782. 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 Nantucket Island 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 Nantucket Island?

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 Nantucket Island?

To book a loved-up break in Nantucket Island, 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 Nantucket Island 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 Nantucket Island 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?

Top Romantic Nantucket Island Hotels

Jared Coffin House

29 Broad Street Nantucket MA

7 min walk from Nantucket Ferry Terminal

If you're in the mood for love, consider a stay at this romantic bed & breakfast, featuring a garden and onsite dining. You'll also love the terrace and ...

9.2/10 Wonderful! (959 reviews)

"The staff was incredible, they made the stay worth it."

Reviewed on Aug 31, 2026

Luxurious Harbor “Elizabeth” Cottage! Walk & bike to everything

Nantucket MA

9 min walk from Nantucket Ferry Terminal

If you're looking for a special getaway, consider a stay at this romantic cottage where there's a garden and much more for you and your partner to enjoy.

9.8/10 Exceptional! (167 reviews)

"Great place. As advertised. Thank you!"

Reviewed on Jul 27, 2026

Perfect Family Vacation Home! Heated Salt Water Pool - Car Ferry Tix Available

Nantucket MA

4 min drive from Nantucket Ferry Terminal

Book a stay at this family-friendly vacation home in Nantucket. Enjoy private pools, a garden, and laundry facilities. Popular attractions Nantucket Lightship ...

10/10 Exceptional! (52 reviews)

"Josh was an amazing host and went out of his way to make our stay extra special! The home was perfect for our family and the location is great. Tucked into the back of a quiet street, but so close to all the conveniences of mid island. We even walked into town one day! A large yard for my kids to ..."

Reviewed on Aug 26, 2026

See all 839 properties in Nantucket Island

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.