Ultimate 8-Day Sarasota Bachelor Party Adventure Itinerary

Day 1: Arrival Day

Sarasota, USA

3:00PM

Check-in at Hotel

Settle into your accommodation and get ready for the adventures ahead.
Hotel check-in locations vary, refer to your booking confirmation.
USD200, 1 hour

6:00PM

Dinner at The Capital Grille

Savor a delicious steak dinner with an extensive wine list at this fine dining establishment.
Drive to downtown Sarasota, approximately 20 minutes.
USD150, 1.5 hours

8:00PM

Evening Stroll at Sarasota Bayfront Park

Unwind after dinner with a peaceful walk along the water at this picturesque park.
A short 5-minute drive from the restaurant.
Free, 1 hour
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Day 2: Exploring Downtown

Sarasota, USA

8:30AM

Breakfast at Wyatt's

Start your day with a hearty breakfast featuring classic American dishes.
Located in downtown Sarasota, 10 minutes from hotel.
USD25, 1 hour

10:00AM

Visit The Ringling Museum

Explore the fascinating history of circus arts and the stunning art galleries at this remarkable estate.
15-minute drive from Wyatt's.
USD25, 2 hours

12:30PM

Lunch at Selva Grill

Indulge in a blend of Latin and Caribbean cuisine using locally sourced ingredients.
Return to downtown Sarasota, 15 minutes from The Ringling.
USD75, 1.5 hours

2:00PM

Explore St. Armands Circle

Wander through this bustling shopping district filled with unique boutiques and galleries.
20-minute drive to St. Armands Circle.
Free, 2 hours

5:00PM

Brewery Visit at Sarasota Brewing Company

Sample some local craft beers at this cozy brewery.
Approximately 15-minute drive back to Sarasota.
USD20, 1.5 hours

7:00PM

Dinner at Mandeville Beer Garden

Enjoy a relaxed outdoor dinner with a wide selection of food and local beers.
10-minute drive from the brewery.
USD60, 1.5 hours
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Day 3: Beach Day

Siesta Key, USA

8:00AM

Breakfast at The Sun Garden Café

Fuel up with fresh and healthy breakfast options to prepare for a fun beach day.
20-minute drive to Siesta Key.
USD30, 1 hour

10:00AM

Relax at Siesta Beach

Spend the day lounging on the award-winning powdery white sands of Siesta Beach.
Located right across from the café.
Free, 6 hours

1:00PM

Lunch at The Beach Club

Grab a casual lunch with beachfront views and delicious seafood options.
On the beach - no need to drive.
USD50, 1 hour

4:00PM

Visit Siesta Key Village

Explore local shops and grab a refreshing drink at a beachside bar.
Short walk from the beach.
Free, 2 hours

7:00PM

Dinner at Ophelia's on the Bay

Dine with stunning water views and enjoy excellent seafood.
15-minute drive from Siesta Key Village.
USD100, 1.5 hours

9:00PM

Sunset at Siesta Beach

Cap off the day with a stunning sunset over the Gulf of Mexico.
Return to Siesta Beach.
Free, 1 hour
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Day 4: Adventure Day

Myakka River State Park, USA

7:30AM

Breakfast at Toasted Mango Cafe

Enjoy a hearty breakfast with tropical flair to kickstart your adventure.
30-minute drive to the park.
USD30, 1 hour

9:00AM

Kayaking at Myakka River

Embark on a guided kayaking tour to get a close look at the wildlife.
Arrive at Myakka River State Park.
USD60, 3 hours

12:30PM

Lunch at Myakka River’s Picnic Area

Pack a picnic lunch to enjoy amidst nature in the park.
Conveniently located in the park.
USD20, 1 hour

2:00PM

Hiking Myakka Trails

Explore the scenic trails and discover the park's stunning landscapes.
Follow marked trails within the park.
Free, 2 hours

5:00PM

Return to Sarasota

Head back to your hotel to refresh and prepare for dinner.
30-minute drive back.
Free, 30 minutes

6:30PM

Dinner at Element

Experience fine dining with upscale American cuisine in a vibrant atmosphere.
10-minute drive from the hotel.
USD120, 1.5 hours
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Day 5: Shopping and Dining

Sarasota, USA

9:00AM

Breakfast at Blue Dolphin Café

Start your day with some famous pancakes and an energizing cup of coffee.
15-minute drive from hotel.
USD25, 1 hour

10:30AM

Shopping at St. Armands Circle

Peruse this upscale shopping area filled with unique stores and boutiques.
5-minute drive to St. Armands Circle.
Free, 3 hours

1:30PM

Lunch at Tommy Bahama Restaurant & Bar

Dine island-style with a relaxed menu and great cocktails.
Located in St. Armands Circle.
USD70, 1.5 hours

3:00PM

Treat Yourself at The Gelato Shop

Cool off with some delicious gelato while enjoying the local ambiance.
Walk from the restaurant.
USD15, 30 minutes

4:00PM

Return to Hotel

Relax before the night's itinerary.
15-minute drive back.
Free, 30 minutes

6:00PM

Dinner at The Cottage

Enjoy a casual and cozy dining experience that emphasizes fresh ingredients.
15-minute drive back to Siesta Key.
USD85, 1.5 hours

8:00PM

Evening at Siesta Key Beach

Head back to the beach for some fun before the night ends.
Just a short walk to Siesta Beach.
Free, 2 hours
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Day 6: Fishing Adventure

Sarasota, USA

6:00AM

Breakfast at Hotel

Fuel up with a quick continental breakfast at the hotel.
No travel needed.
Included, 1 hour

7:00AM

Private Fishing Charter

Embark on a half-day deep-sea fishing trip with an experienced captain.
Meet at the marina, 20-minute drive.
USD600 (group rate), 4 hours

12:00PM

Lunch at Marina Jack

Dine overlooking the marina with delicious seafood and vibrant atmosphere.
Return to marina for lunch.
USD80, 1.5 hours

1:30PM

Relax at hotel

Catch up on rest or enjoy hotel amenities before the evening festivities.
20-minute drive back.
Free, 2 hours

4:30PM

Evening Preparations

Get ready for a night out on the town, dressing sharp for a great experience.
No travel needed.
Free, 1 hour

6:00PM

Dinner at The Pub

Enjoy a lively meal featuring English pub favorites and a wide assortment of ales.
Short 10-minute drive.
USD70, 1.5 hours

8:00PM

Sarasota Nightlife Tour

Experience the local nightlife with a guided tour of the best bars and clubs in the area.
Pickup arranged from the restaurant.
USD100, 3 hours
View Hotel Availability

Day 7: Leisure Day and Nightlife

Sarasota, USA

10:00AM

Brunch at The Breakfast House

Savor a delicious brunch featuring local ingredients in an informal setting.
10 minutes from hotel.
USD40, 1.5 hours

12:00PM

Explore Lido Key

Spend the afternoon relaxing on the beautiful beach and taking in the sights.
15-minute drive to Lido Key.
Free, 4 hours

4:00PM

Return to Hotel

Freshen up before the evening's excitement.
15-minute drive back.
Free, 30 minutes

5:00PM

Dinner at Jfield’s Kitchen

Enjoy chef-inspired dishes with a wide range of flavors on your final night.
5-minute drive from the hotel.
USD100, 1.5 hours

7:00PM

Barbecue at Florida BBQ Company

Indulge in smoked meats and traditional sides at this casual joint.
10-minute drive from Jfield’s Kitchen.
USD50, 1 hour

8:30PM

Final Night Out at The Beach Club

Celebrate the last night with music and drinks at this lively venue right on the beach.
A few blocks' walk from the BBQ place.
USD30, 3 hours
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Day 8: Departure Day

Sarasota, USA

8:00AM

Breakfast at The Serving Spoon

Enjoy a final local breakfast featuring fresh and homemade dishes.
15-minute drive from the hotel.
USD30, 1 hour

9:30AM

Last Minute Shopping and Souvenirs

Pick up a few last-minute souvenirs from local shops to remember your trip.
20-minute drive to St. Armands Circle.
USD50, 1.5 hours

11:00AM

Check-out of Hotel

Complete the check-out process and prepare for your flight.
At the hotel.
Free, 30 minutes

12:00PM

Departure from Sarasota

Head to Sarasota-Bradenton International Airport for your departure.
20-minute drive to the airport.
Free, 30 minutes
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