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New Yorkers 1st Choice
Top picks in Madeira Beach

Date spots with a nice view

A romantic evening where the scenery sets the mood instead of you having to create it yourself.

Based on 813 Opinions
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Updated May 2026
01
Shoreline Island Resort image 1
Shoreline Island Resort image 2
Shoreline Island Resort image 3
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Resort hotel sits directly on the beachfront with breathtaking ocean views and a private balcony for each room. Atmosphere stays quiet and peaceful due to an adults-only policy, creating a calm environment without children or noise. Heated pool offers a relaxing spot protected from sand and wind, enhancing the tranquil vibe.

Offers a cozy atmosphere that feels like a home away from home. Stays here often become a familiar and comfortable retreat for couples.

Rooms offer perfect ocean views with sights like a pirate ship and dolphins. Balconies provide sunset and Gulf front views that highlight the beach and ocean.

People are saying

"It's wonderful to walk along the beach right here."

"It's a romantic escape perfect for couples to reconnect."

"The gulf front view from the balcony was amazing."

Good to know

1

The resort is an adult-only property for guests aged 21 and over.

2

The beach is just steps away from the resort.

3

The resort is very clean and well-maintained.

02
Gators Parasail image 1
Parasailing ride operator

Parasailing rides offer smooth flights with breathtaking ocean views including beaches and landmarks. The boat atmosphere feels friendly and fun, with great music and options for landing dry or wet. Safety is a priority, and up to three people can fly together, making it a memorable experience.

Parasailing stands out as a popular activity for couples, often marking special occasions like birthdays. Other water sports like kayaking and jet skiing also offer fun shared experiences for pairs.

Parasailing offers a great view of all the beaches and a smooth flight in the air. The sky view includes the Skyway Bridge, downtown Saint Pete, and distant sights of Tampa.

People are saying

"The crew made the parasailing experience so much fun and professional."

"The crew made the parasailing trip so much fun with their friendly service."

"The crew here is so kind and helpful for Date Spots."

Good to know

1

Reservations are recommended early in your trip due to weather dependencies.

2

Pregnant women are not allowed on the boat for safety reasons.

3

The crew prioritizes passenger safety and provides thorough orientation.

03
Courtyard by Marriott St. Petersburg Clearwater/Madeira Beach image 1

Hotel offers waterfront views with balconies overlooking the gulf, canal, and pool. Atmosphere stays peaceful and relaxed, featuring a heated resort-style pool and jacuzzi with excellent views. Spaces include an elegant lobby and outdoor lounge areas designed for privacy and comfort.

Views stretch over the wide Intracoastal Waterway with sunsets, draw-bridge, and dolphins visible from poolside balconies and the lobby.

People are saying

"It's a quick walk to the beach with a nice view."

"The modern staff are so friendly and helpful."

"Brian at the front desk was truly amazing."

Good to know

1

Happy Hour at the bar runs daily with discounted drinks.

2

Parking costs $20 per day at the hotel.

3

The hotel offers clean and spacious rooms with beautiful water views.

04
Hubbard's Marina image 1
Tourist attraction

Boat cruises offer spectacular sunset views and a caring chill vibe with great music at comfortable volumes. Friendly crew provide complimentary shell necklaces and point out wildlife like dolphins, enhancing the welcoming atmosphere. A small bar serves affordable drinks and snacks, supporting a relaxed and enjoyable experience on well-kept boats.

Private fishing charters and dolphin cruises offer long, engaging outings perfect for couples. Handmade shell necklaces add a personal touch to the experience.

Sunset cruises provide perfect views with chances to see playful dolphins. The boat ride offers a clear sight of the Sunshine Skyway Bridge, with the guide circling back for better dolphin watching.

People are saying

"I caught a lot of fish and had a great time."

"The captains here are so funny and informative for Date Spots."

"Captain Mike and Kim's positive energy made the Nice View extra special."

Good to know

1

Tickets need to be purchased in advance because they fill up quickly.

2

They host a live feed every Sunday night at 7:30 pm EST where you can win a free trip or swag.

3

Expect to see dolphins during the cruise to and from the island.

05
Royal Conquest Pirate Ship image 1
Tourist attraction

Pirate ship offers an authentic design with a laid-back atmosphere and stunning bay views. Friendly crew in pirate gear lead interactive activities like water gun fights and treasure hunts that engage all ages. The cruise combines relaxed sailing with lively entertainment and scenic sunsets.

Adventure on a pirate ship creates a fun and unique date experience. The tour welcomes couples and families, with options for wheelchair accessibility and space selection before boarding.

A beautiful view meets a warm, fresh ocean breeze. Parents enjoy a drink while kids get entertained with pirate shenanigans and hidden treasures.

People are saying

"The crew is so fun and interactive with the kids!"

"The crew made the fun activities so engaging and informative."

"The crew's energy and character made it a fantastic time."

Good to know

1

The pirate cruise features fun activities like story time and a limbo contest.

2

Expect a lively crew that entertains throughout the cruise.

3

Water gun fights are part of the adventure, making it great for kids.

06
Barefoot Beach Club image 1

Resort hotel sits directly on a quiet, clean beach with beautiful sunset views from every room and rooftop access. The atmosphere is tranquil and private, ideal for relaxing weekends and family stays. Pools for adults and children complement the beachfront setting, enhancing the peaceful vibe.

Beachfront apartments offer a relaxed setting for couples. Renting beach recliners with an umbrella for $20 a day lets you enjoy the sand comfortably.

Rooms offer sea views and oceanfront options. The property sits right on the beach with spectacular views.

People are saying

"The beach view from the room was gorgeous."

"This Hotel's staff, especially Jeremy, is genuinely kind and thoughtful."

"The rooms here are super clean with spectacular beach views."

Good to know

1

The hotel is steps from the beach, making it easy to access.

2

The location is within walking distance of several restaurants and shops.

3

Smoking is not allowed on the property.

07
Cambria Hotel St. Petersburg-Madeira Beach Marina image 1

Rooftop pool and bar offer spectacular ocean views and a perfect sunset spot. The hotel maintains a modern, upscale atmosphere with balconies in every room overlooking the beach. The pool area provides a relaxing, quiet environment despite the louder surroundings nearby.

Champagne greeting and a treasure box prize for kids create a celebratory vibe. Fishing off St. John's Pass adds a relaxing outdoor activity for couples.

Rooftop pool and bar offer gorgeous views of the Gulf with fantastic rooftop scenery. The hotel provides the best beach views from its rooftop area.

People are saying

"The hotel staff here is the friendliest I've ever encountered."

"The rooftop pool has an amazing ocean view."

"It's perfect for anniversaries; they even gave us champagne."

Good to know

1

Parking costs $25 per night, mandatory valet service required.

2

The hotel has a sunset toast event with free shots every evening.

3

Live music and karaoke are offered most nights.

08
Calypso Breeze image 1
Restaurant

Three-story boat offers dining, dancing, and sightseeing with amazing sunset views from the upper deck. Music stays beachy and upbeat, keeping energy lively across all ages. Strong rum punch and a buffet featuring fresh seafood complement the relaxing, calm cruise atmosphere.

Evening sunset cruises offer amazing views and a romantic atmosphere. Drinks are spectacular, making it a solid choice for couples celebrating special moments.

Sunset views from the deck stand out with beautiful colors and amazing scenery. The boat offers a perfect setting for enjoying the evening with others.

People are saying

"The buffet had a nice variety of fresh food, I loved it."

"The food was delicious and better than I expected."

"The food and tropical drinks at these Date Spots were delicious."

Good to know

1

The ticketing information incorrectly states boarding at 6pm; verify before arrival.

2

Expect high temperatures on the boat; air conditioning is ineffective.

3

The buffet is all-you-can-eat for the first hour, then service stops.

09
John's Pass image 1
Tourist attraction

Boardwalk with beautiful water views and lively crowds creates a romantic and cozy atmosphere at night. Activities include boat rides, live entertainment, and family-friendly games, making it a busy spot with a vibrant vibe.

A day here offers a relaxed setting for couples with scenic views and spots to explore together. Shopping for unique items like ear-covering hats adds a fun, casual vibe to the outing.

Panoramic sea views and waterfront boardwalks offer beautiful ocean and dolphin watching scenes. Fishing boats and lively bars add to the scenic charm along the water.

People are saying

"It's a fun place with lots of shopping and things to see."

"I enjoyed the beautiful ocean views here."

"It's a charming spot with lively crowds and cute shops."

Good to know

1

Parking costs $33 for three hours, with limited public spots available.

2

The Seafood Festival occurs annually, featuring numerous food trucks and stands.

3

Happy hour at Scully's offers discounted drinks and appetizers.

10
Sculley's Seafood Restaurant image 1

Outdoor seating on a small dock offers waterfront views with frequent sightings of dolphins and wildlife. The atmosphere is relaxing and lively, enhanced by excellent music and a fun vibe. Cocktails and seafood dishes complement the setting, creating a memorable dining experience.

Seafood dishes like crawfish and shrimp boil with special sauce create a memorable meal. Staff make occasions feel special with attentive service. The setting suits celebrations like birthdays.

Oceanfront view offers a beautiful sight of the water, dock, and bay. Boats and other watercraft pass by, creating a great atmosphere for enjoying the scenery.

People are saying

"I enjoyed the great waterfront views right by the sea."

"The waterfront views here are stunning."

"The atmosphere and view make it a great spot for a date."

Good to know

1

Reservations are recommended to secure a table, especially during peak hours.

2

Happy hour runs from 3 to 5 PM with $6 specialty drinks.

3

The menu features a variety of seafood options, but Lobster Bisque may not always be available.

11
Ember Rooftop Lounge at the Cambria Madeira Beach image 1

Rooftop lounge with panoramic ocean views and a pool deck creates a modern yet comfortable setting. Atmosphere stays relaxing with live music and stunning sunsets, attracting a pleasant crowd. Pool area can get lively, but overall vibe supports peaceful drinks and dining.

Several appetizers offer a delightful start, making it easy to share and enjoy together. The setting suits a casual outing with a partner or friends visiting the area.

Views from the rooftop offer gorgeous Gulf water and beach sunsets with no taller buildings blocking sightlines. The lounge provides an incredible million dollar view of the ocean and flying birds.

People are saying

"The view from the rooftop is beautiful and amazing."

"Sabrina made me feel so comfortable and welcomed."

"The views from these date spots are really great."

Good to know

1

The lounge automatically adds a 20% gratuity to all bills.

2

Happy hour offers discounted drinks and appetizers from 4-7pm on weekdays.

3

Karaoke nights are popular and happen on Thursdays.

12
Corner Kitchen & Coffee House image 1

Coffee shop offers ocean views from every table and a bright, cozy dining room with colorful murals. Outdoor courtyard features couches and cornhole, creating a chill atmosphere with live reggae music on weekends. The vibe feels welcoming and relaxed, suitable for families or casual gatherings.

Open mic nights create a lively vibe for date nights. The menu features OG breakfast sandwiches, Cuban sandwiches, and acai bowls that appeal to different tastes.

Ocean views create a relaxing atmosphere with a scenic beach backdrop. The spot offers a perfect view of the Gulf of America alongside quality food.

People are saying

"This breakfast was delicious and flavorful."

"The lattes here are perfect, especially the dirty chai."

"It's a nice view of the beach and gulf."

Good to know

1

Happy hour runs from 4-6pm on weekdays with discounted drinks.

2

Live music is featured on weekends, enhancing the dining experience.

3

Open mic night occurs every Saturday, attracting local talent.

13
Smugglers Cove Adventure Golf image 1
Miniature golf course

Miniature golf course features bright, colorful pirate-themed decor and live alligator feeding as a unique activity. The atmosphere stays kid-friendly and fun, with well-maintained creative holes and scenic views throughout the layout.

Fun and casual atmosphere suits date nights well. Offers a lighthearted activity that works for couples and families alike.

Scenery at the mini golf course offers beautiful views from the top and throughout the area. Lots of scenery surrounds the course, making it visually engaging.

People are saying

"This mini-golf course is a fun activity with creative holes."

"The gators here are a cool surprise."

"It's a fun little date spot for mini golf."

Good to know

1

The cost per person is $19 for mini golf.

2

The course is not accessible for people with disabilities.

3

Ice cream and cold drinks are available on site.

14
Angry Pepper image 1
Restaurant

Open-air dining on a pier overlooks calm waters with a cool breeze and beautiful sunset views. The atmosphere blends laid-back beach bar vibes with live rock music, creating an inviting and energetic space. Guests often arrive by boat, enjoying dock access alongside hearty BBQ and classic sandwiches.

Frequent visits highlight the spot's appeal for couples. Dishes like the brisket and rib combo, pulled pork dinner, and Ahi Tuna Tacos offer a variety of flavors that suit shared meals.

Outdoor seating sits right beside the water with views of boats and the sunset. The back of the restaurant offers a beautiful waterfront view that complements the atmosphere.

People are saying

"The food here is phenomenal and delicious."

"The food here is delicious and plentiful."

"The brisket here is flavorful, tender, and smoky โ€“ perfect for Date Spots."

Good to know

1

Parking can be tricky due to the small lot and the risk of being towed.

2

The surcharge for card payment is not disclosed at the time of payment.

3

Taco Tuesdays offer great deals on food and drinks.

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Madeira Beach, Florida

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