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New Yorkers 1st Choice
Treasure Island's best

Relaxing date spots

Made for those who prioritize low-pressure environments when planning an evening with someone they want to get to know better.

Based on 702 Opinions
+699
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Updated May 2026
01
Suncoast Sailing image 1
Suncoast Sailing image 2
Suncoast Sailing image 3
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Tourist attraction

Sailing on a 55-foot schooner with a beautiful red sail offers spectacular sunset views and a relaxed, romantic atmosphere. The boat provides comfortable seating including cozy bean bags and ample space for guests. The experience feels like a unique, peaceful adventure with opportunities to see dolphins and enjoy cool background music.

Sailing trips offer a relaxing sunset cruise with a knowledgeable crew that creates a welcoming and easygoing atmosphere. The experience feels unique and bonding, perfect for unwinding on the water.

Sunset sails offer a romantic setting ideal for couples. The experience includes being on a fantastic boat that enhances the mood.

People are saying

"The crew made our Sunset sail so fun and entertaining."

"The crew here is so fun and engaging, making it a truly relaxing spot."

"The crew here makes you feel so welcome, it's like making a new friend."

Good to know

1

The sunset sail lasts about three hours, returning just after dark.

2

There is adequate free parking available, including for handicap accessible vehicles.

3

Future sailors should read the instructions carefully regarding check-in and arrival times.

02
Beachside Resort Motel image 1

Small motel with old Florida charm and newly renovated interiors offers a quiet, peaceful atmosphere right on the beach. Heated pool and free beach amenities create a relaxing, comfortable environment. Rooms feel cozy and clean, supporting a laid-back beach experience.

Quiet atmosphere and a beautiful property create a very relaxing environment. The clean, refreshing pool and updated rooms offer perfect spots to unwind.

Friendly and courteous service creates a welcoming atmosphere. The spot suits couples who appreciate personal attention and a comfortable setting for their time together.

People are saying

"The staff here are awesome and super friendly."

"The hosts here are so friendly and make you feel at home."

"The Date Spots here are really clean and nice."

Good to know

1

The motel is located just steps from the beach.

2

Parking is free at the resort.

3

The rooms are clean and spacious with kitchens.

03
Boutique Beach Retreat image 1

Small hotel with just 11 units offers a cozy atmosphere and quiet vibe. Heated pool and lush grounds create a private, relaxing retreat. Steps from white sand beach, it provides easy beach access and friendly neighbors.

Heated, private pool offers a quiet place to unwind after the beach. Nearby activities keep things easy and low-cost for a truly relaxing stay.

Boutique Beach Retreat offers a quiet atmosphere ideal for couples. Returning guests appreciate its intimate setting for date nights.

People are saying

"The hotel staff were super friendly and helpful."

"The rooms here are extremely clean and comfortable for Date Spots."

"The staff here are so friendly, it feels like family."

Good to know

1

Beach access is right across the street from the resort.

2

The hotel is very clean and well-maintained.

3

The two-room suite accommodates families perfectly.

04
Ocean Club Hotel Treasure Island image 1

Bright, clean suites offer unobstructed ocean views and a luxurious, apartment-style design. The atmosphere blends relaxing privacy with lively energy at the bar, where guests gather for sunsets and socializing. Amenities include a quiet, warm pool and jacuzzi, enhancing a calm, upscale beach experience.

The Ocean Club bar offers a lively spot for couples to enjoy drinks together. Treasure Island provides a setting suited for celebration weekends with a relaxed vibe.

People are saying

"The hotel staff were the kindest, most accommodating people."

"This relaxing spot's rooms are spotless, spacious, and well-equipped."

"The staff here are so nice and make your stay perfect."

Good to know

1

Music plays daily from 10:00 a.m. to 11:00 p.m.

2

The bar stays open past closing time for late-night activities.

3

All suites offer views of the Gulf of Mexico.

05
Sea Jay Motel image 1

Motel offers retro 50s and 60s vibe with immaculate grounds and a newly renovated pool. It sits on a quiet side street, providing a peaceful, home-like atmosphere close to the beach and local attractions. Rooms are clean, spacious, and comfortable with vintage style details.

Quiet rooms sit far from busy areas, creating a peaceful atmosphere. The beach lies just across the street, adding to the relaxing vibe. Rooms are clean and ready early, extending the feeling of calm.

Warm hospitality stands out with a host who welcomes guests personally. The setting suits short stays that feel cozy and inviting for couples.

People are saying

"The staff's friendly, can-do energy made my Retro experience great."

"It's so close to the beach and restaurants, perfect for Date Spots."

"It's a truly relaxing spot; the rooms are so clean and quiet."

Good to know

1

The motel is a short walk to the public beach.

2

You could walk to the beach in about 5 minutes.

3

The motel is close to shopping, restaurants, and excursions.

06
Treasure Island Beach Resort image 1

Resort hotel offers luxurious rooms with spectacular gulf views and a quiet, laid-back atmosphere. Guests enjoy a heated pool and hot tub on the second floor overlooking a clean, uncrowded beach with great shelling. Tiki bar and beachfront seating provide relaxed spots to watch stunning sunsets.

Staff treat guests like family and focus on comfort and relaxation. Parking is easy and relaxed, adding to the calm atmosphere.

People are saying

"The hotel staff was so kind and helpful."

"The staff here makes it a truly relaxing spot, treating you like family."

"The staff here are so friendly, it's great for Date Spots."

Good to know

1

Fresh cookies are available daily from 4-6pm.

2

The boardwalk is great for walking and enjoying live music.

3

The resort offers various night activities for guests.

07
Provident Oceana Beachfront Suites image 1

Resort hotel offers spacious suites with full kitchens and balconies overlooking the bay or gulf. Atmosphere stays quiet and family friendly, with easy beach access and views of dolphins and water activities. Pools and hot tubs are small but well heated, with options for kayak and bike rentals.

Families and dogs find a relaxing stay here with easy access to the beach. Fireworks add a calm, enjoyable touch to the evenings.

People are saying

"I loved the amazing beach and bay views."

"The rooms here are fantastic, clean, and modern for a date spot."

"This relaxing spot has a beautiful beach right across the street."

Good to know

1

The hotel charges a resort fee not listed on booking sites.

2

The property is directly across from the beach with easy access.

3

The hotel only accepts dogs, despite being labeled as 'Pet Friendly'.

08
Tahitian Beach Resort image 1

Small rooms offer an apartment-like feel with cozy fireplaces and comfortable beds. Outdoor spaces include heated pools, hammocks, fire pits, and well-kept gardens that create a relaxing atmosphere. The resort sits just steps from the beach, providing beautiful sunset views and easy access to nearby restaurants and activities.

Outdoor spaces feel inviting and very relaxing. The resort stays clean and well-maintained, making it easy to unwind.

People are saying

"The hotel rooms were roomy, clean, and nice, some even with a kitchen."

"This location is a great, relaxing spot between the Gulf and intracoastal waters."

"The staff here is incredibly friendly and helpful for your date spots."

Good to know

1

Parking is limited to one pass per room, with additional paid parking available.

2

The resort is steps from the beach and close to restaurants.

3

Rooms include a refrigerator and kitchen, but lack ironing boards.

09
Island Inn Beach Resort image 1

Resort hotel offers private beach access and balconies with gulf views on all units. Atmosphere stays quiet and safe, with lively moments at the tiki bar and pool area. Rooms are clean and spacious, suited for couples seeking a peaceful getaway.

Walking to the beach anytime or sitting on the balcony offers easy ways to relax. The resort provides a calm atmosphere ideal for unwinding after busy days.

Setup suits couples seeking a quiet getaway. Ideal for celebrations and short trips together.

People are saying

"The beach staff were friendly and supportive."

"This relaxing spot lets you hear the ocean waves from your room."

"The beach access here is unbeatable for date spots."

Good to know

1

The resort has ongoing renovations, so some areas may be blocked off.

2

Parking is scarce on weekends, especially Friday and Saturday.

3

The resort's cleanliness is questionable, with reports of dirty rooms and facilities.

10
iBeach Resort image 1
Resort hotel

Small resort hotel offers beachfront access with a saltwater pool and retro 1950s/60s style. Atmosphere stays calm and peaceful, with a quaint, locally friendly vibe. Guests enjoy free beach amenities and nearby dining within walking distance.

Relaxing atmosphere makes it easy to unwind. The setting supports a calm and peaceful stay.

Multiple stays mark this spot as a choice for special occasions like weddings and anniversaries. Couples find it suits romantic getaways well.

People are saying

"You can walk right out onto the beach from here."

"The beds were surprisingly very comfortable."

"This relaxing spot is steps from the beach."

Good to know

1

The resort has a heated pool and well-equipped rooms.

2

A trolley bus stop is right outside the hotel, costing only $2.25 for a ride to John's Pass.

3

The beach is just steps from the resort, providing easy access.

11
Bilmar Beach Resort image 1

Resort hotel offers phenomenal beach views and spacious, modern rooms with balconies. Atmosphere feels homely and relaxing, with a calm yet lively vibe from beach activities and music. Amenities include two pools, hot tubs, and beach gear, supporting a family-friendly environment.

A calming atmosphere with a modern look sets the tone for relaxation. Plenty of spots to dine and shop add to the laid-back vibe.

Couples often choose this spot for special occasions like anniversaries and proposals. It offers a relaxed setting to enjoy a few days on the beach together after trips or events.

People are saying

"It's right on the beach with great access."

"The staff here is so friendly and helpful for Date Spots."

"The staff here is kind and helpful."

Good to know

1

Live music happens on weekends at the bar across the street until 11:30 p.m.

2

Nightly local entertainment is available until 9 p.m.

3

Happy hour offers cheap drink specials during sunset.

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Treasure Island, Florida

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