Honeymoon Vacations in Southwest Florida 2026

Plan, book, travel with confidence
Better together
Save up to CA $4,200 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

Flight and Honeymoon hotel deals in Southwest Florida

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

Inn at Pelican Bay

Pelican Bay

CA $1,176

per person

Sep 20 - Sep 27

found 18 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.6/10 Exceptional! (1,008 reviews)

The Westin Sarasota

Central Sarasota

CA $1,416

per person

Oct 20 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Tampa (TPA)

9/10 Wonderful! (1,151 reviews)

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,325

per person

Sep 20 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.6/10 Excellent! (1,012 reviews)

Bellasera Resort

Old Naples

CA $2,129

per person

Sep 20 - Sep 27

found 18 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.6/10 Exceptional! (2,310 reviews)

Very clean, and accessible

Reviewed on Aug 16, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $2,434

per person

Sep 20 - Sep 27

found 18 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9/10 Wonderful! (1,010 reviews)

Everything is amazing

Reviewed on Aug 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

View all trips

5* Honeymoon holidays in Southwest Florida

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

The Ritz-Carlton Naples, Tiburón

CA $1,698

per person

Nov 12 - Nov 15

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.2/10 Wonderful! (675 reviews)

Sundial Beach Resort & Spa

Mid Island

CA $1,834

per person

Oct 12 - Oct 17

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Fort Myers (RSW)

8.6/10 Excellent! (2,680 reviews)

This place was amazing. My son loved it, we had a wonderful time.

Reviewed on Aug 16, 2026

The Ritz-Carlton, Sarasota

Central Sarasota

CA $3,157

per person

Nov 1 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

9.2/10 Wonderful! (1,017 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

View all trips

3 Night Honeymoon holidays in Southwest Florida

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

The Westin Sarasota

Central Sarasota

CA $767

per person

Sep 26 - Sep 29

found 6 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Tampa (TPA)

9/10 Wonderful! (1,151 reviews)

Bellasera Resort

Old Naples

CA $1,170

per person

Oct 9 - Oct 12

found 13 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.6/10 Exceptional! (2,310 reviews)

Very clean, and accessible

Reviewed on Aug 16, 2026

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $822

per person

Oct 1 - Oct 4

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

8.6/10 Excellent! (1,012 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

View all trips

4 Night Honeymoon holidays in Southwest Florida

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

Casa Ybel Resort

Mid Island

CA $1,005

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.8/10 Excellent! (397 reviews)

Very helpful great staff

Reviewed on Aug 19, 2026

The Westin Sarasota

Central Sarasota

CA $1,775

per person

Nov 5 - Nov 9

found 19 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Tampa (TPA)

9/10 Wonderful! (1,151 reviews)

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,375

per person

Oct 2 - Oct 6

found 18 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

8.6/10 Excellent! (1,012 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

View all trips

Honeymoon Hotels in Southwest Florida

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL

2 hours drive from Siesta Key Beach

Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...

Naples Grande Beach Resort

475 Seagate Drive Naples FL

3 hours drive from Siesta Key Beach

Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...

9/10 Wonderful! (1,945 reviews)

"Room was in bad condition and staff was not helpful. The property finally admitted that they were about to shut down for a complete remodel. Please be certain a complete remodel has been completed before you would ever consider staying in this property."

Reviewed on Jun 8, 2026

DiamondHead Beach Resort

2000 Estero Blvd Fort Myers Beach FL

2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...

9.2/10 Wonderful! (1,279 reviews)

"Very nice property!"

Reviewed on Aug 19, 2026

See all 47,368 properties in Southwest Florida

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.