Anna Maria Island 2025 Trip - Beatrice Bradley

the White Sand Beaches of Anna Maria Island, FLORIDA



February 3 – 7, 2025


February 7 – 11, 2025
5 days / 4 nights

OR choose both for a 9 Day / 8 Night Experience
Back-to-back February 3 – 11, 2025


anna maria island 2024

Trip Status: 

February 3-7, 2025

February 6-11, 2025

Price: from $1,850 to $3,950
*Pricing details found below

February 3 – 7, 2025  and
February 7 – 11, 2025                         5 days/4 nights

Or book both for a 9 day/8 night experience – February 3 – 11, 2025


Location: Anna Maria Island, Florida

Airport: Sarasota International Airport (SRQ)

Meet your HostS

Trip #1 – Ellen & Connie Hart

Trip #2 – Angie & Jackie 

Debra and Ellen
Debra and Ellen

I'm thinking about it

Let our team know that you are interested in joining us on this tour. Our team will reach out via email and will be available to chat about this trip.

Make a Reservation

Secure your reservation here. We only take 10-12 women on each trip. Making a reservation is the only way to secure your name to the trip list.

Don’t just tour Anna Maria Island, Experience Anna Maria Island

Every Beatrice Bradley trip is crafted to maximize the experiences had during the trip.
The itineraries are specially made to allow time for engaging in conversation and having belly laughs with a new friend. We hope that the activities and experiences may allow you to come out of your comfort zone and to try new or unique things.
These trips are made to replicate a ‘friends get-away trip’. 

Please take the time to go on a trip with these women. I haven’t traveled in years, let alone travel solo. I knew where I wanted to go. This trip was available. I signed up, called Lindsey with questions, my roommate reached out to me to talk, and then Jane, Ellen and Kim reached out to answer any questions we had on a group call. All this communication really made my fears and anxiety go by the wayside. When I got to my destination and saw all these smiling ladies I was able to enjoy my trip completely!


Anna Maria 2023

Do not hesitate. Book a BB experience now. Not only will you have great hostesses. Accommodation and experiences. You will go home with a whole new group of friends. Unique experience and I already booked trip #2.

Sue Lynn

Anna Maria 2023

I loved my experience with Beatrice Bradley. From the beginning to the end!! They made you feel so welcome!! You don’t want for a thing .. they take care of all your needs!! The food was amazing. The accommodations were absolutely beautiful and our host Jane & Ellen were phenomenal. Would I do it again!! Absolutely!! without a doubt!! In fact I’m already planning my next trip!! Did I go SOLO? Yes & all the other 9 ladies were all solo and from all over the USA!! Before our 4 night 5 day trip was over we all were best friends and plan to keep in touch!! Only 1 of the ladies in our group had toured with BB before and she’s like me!! She’s planning her next trip and we are planning to go together!! YAY!! I’m looking so forward to it!! Can’t hardly wait!! If you are on the edge … don’t be!! Go for it!! You want regret it!! Go with an open mind that everyone is there to have a good time, relax and enjoy the friendship!! You are never forced to do anything!! If you want to go with the group and tour or just hang back and relax at your room you can!! You are never forced to do anything!! In my opinion GO … ENJOY YOURSELF!! Life is too short to sit back & wait!! You will love Beatrice Bradley Travel!!

Anna Maria 2023

Day One: Arrivals & Welcome Dinner

Fly into Sarasota International Airport (SRQ).


  • Arrival any time after 3:00 pm for pickups and we will settle into our private 10-bedroom beachfront house on the Gulf of Mexico (the house even has 2 elevators!)
    • Enjoy Champagne upon arrival and time to explore the house and beach
    • Relax on the beach under an umbrella with a drink in hand or grab a new friend and explore the island on a golf cart
    • Welcome family style dinner together
    • Sunset beach walk and poolside nightcap


Anna Maria Island trip adventure
Anna Maria Island trip adventure
Anna Maria Island trip adventure

Day Two:  Sandy Toes and Egmont Key Boat Tour


  • Early Risers Coffee Beach Shell Walk * The White Sand Beach is ideal for strolling, sunning, swimming and solitude. It’s not unusual to spend long hours exploring and encountering shore birds and seashells at the edge the Gulf of Mexico
  • Breakfast and coffee at the house
  • Head to Pine Street on our golf carts
  • Painting Sand Dollars at Shiny Fish Emporium – the cutest shop on the island
  • Lunch at Pizza Social – they have yummy pizzas!
  • Egmont Key Private Boat Tour * EGMONT KEY PRIVATE BOAT TOUR Egmont Key State Park is primarily a wildlife refuge, it can be a personal refuge – a place to relax and collect shells along secluded, pristine beaches. Accessible only by private boat, Egmont Key has a unique natural and cultural history, including a lighthouse that has stood since 1858.
  • Dinner at The Chateau – a favorite in Anna Maria!
  • Back to the house to hang out, getting to know new friends or jump in the hot tub


Anna Maria Island trip adventure
Anna Maria Island trip adventure
Anna Maria Island trip adventure

Day Three: Kayak ECO-Tour and Grouper at Ugly Grouper


  • Early Risers Coffee Beach Shell Walk
  • Al Fresco breakfast at the house
  • Kayak ECO Coastal Island Tour * The Coastal Island Tour is consistently reviewed as an absolutely unforgettable adventure! Dolphins, manatees, birds and a huge variety of marine critters are the highlights of this tour and our expert guides know just where to spot them. Each Coastal Island Tour is a completely unique experience, filled with loads of opportunities to get a peek into the ways and wonders of life on the coast.
  • Beach Massage (add on cost for beach massage) OR Freetime at the beach or poolside or exploring via the golf carts exploring Pine Street (Island Shopping)
  • Sunset Dinner at Ugly Grouper – Live Music, Dancing and Fabulous Food!
  • Nightcap or Ice Cream Poolside


Anna Maria Island trip adventure
Anna Maria Island trip adventure
Anna Maria Island trip adventure

 Day Four: History of Anna Maria & Tiki Bar Hop Cruise


  • Early Risers Coffee Beach Walk
  • Breakfast at the house or head to North Shore Cafe on Pine Street
  • Docent-led History tour – Anna Maria Island Historical Society Museum, Old City Jail, Belle Haven Cottage and the Mangrove Walk
  • Free time to shop and explore the Pine Street shops OR going back to the house to relax on the beach
  • Tiki Bar Hop Cruise Dinner
  • Late Night Beach Walk or poolside nightcap


Anna Maria Island trip adventure
Anna Maria Island trip adventure
Anna Maria Island trip adventure

Day Five: Departure day


  • Last Early Risers Coffee Beach Walk
  • Goodbye Breakfast at the house


Anna Maria Island trip adventure
Anna Maria Island trip adventure
Anna Maria Island trip adventure


Experience All-Inclusive Travel with Beatrice Bradley

At Beatrice Bradley, we pride ourselves on delivering exceptional, all-inclusive travel experiences with absolutely no hidden fees. From the moment you step off the plane to the moment we bid you farewell, every detail is taken care of. Our goal is to provide a completely hassle-free experience, allowing you to focus solely on enjoying your journey and creating lasting friendships.

Here’s What Our All-Inclusive Experience Includes:
  • Airport Group Transfers: Seamless airport pickups and drop-offs by our friendly hosts, ensuring a smooth start and end to your adventure.
  • Dedicated BB Hostess: Travel with peace of mind knowing a dedicated Beatrice Bradley hostess will be with you throughout the trip, ensuring every aspect of your journey is unforgettable.
  • Full Dining: Enjoy all meals carefully selected to reflect the local cuisine, inclusive of all tips. Whether it’s a quick breakfast or a sumptuous dinner, we’ve got it all covered.
  • Unique Accommodations: Stay in boutique hotels or unique properties that are handpicked for their charm and comfort, providing an authentic and intimate experience.
  • Curated Activities: We find the BEST of the best tours. Making the absolute most out of our time.
  • Included Gratuities: Tips for tour guides and transportation are all taken care of. We ensure that those who make your trip special are rewarded, without you needing to worry about the details.
  • Transportation: All transportation during the experience.
  • You won’t see “Free Days” on our itineraries: Our trips are made for a balanced experience. We carve out time to bond, laugh, shop and explore but we will never just send you out on your own and say “good luck” we do everything together or smaller group breakouts.

With Beatrice Bradley, every detail is meticulously planned to ensure you have a memorable and carefree travel experience. Join us and discover the joy of true hassle-free travel!

Beachfront luxury 10-bedroom home! Rooftop deck, pool, hot tub, private beach access and 2 elevators.


King Suite with Private Balcony – $3,950
Available: Feb 3-7       Available: Feb 7-11

Bring a BFF or Sister and Split the King Bed for an additional $1,975 

Double Bedroom with 2 Queen Beds – 3,150
Available: Feb 3-7      Sold Out: Feb 7-11

No Roommate – No problem, we’ll pair you!

King Suite – $3,450 
 Sold Out : Feb 3-7       Available: Feb 7-11

Bring a BFF or Sister and Split the King Bed for an additional $1,725 

Triple Occupancy with Private Balcony – $1,850
 Available: Feb 3-7       Available: Feb 7-11  

Tri-Level bunks triple occupancy grab this Best Value! 


Flexible pay-as-you-go payment plan

How it Works:

Step 1 Choose Payment Plan (available with credit card and ACH payment options)
Step 2 Your $250 Deposit will be processed within 2 business days
Step 3 When you are ready to make a payment, click the “Review and Pay” button on your invoice
Step 4 Once clicked, in the top left of the invoice, next to the amount, you will see “Edit Amount.” Here you will be able to enter the amount you would like to pay
Step 5 Full amount needs to be paid by 60 days prior to the trip. *If there is a remaining balance at 60 days prior to the trip then an automatic payment for the remaining amount will be charged.

Activity Level – Higher 

All activities are age appropriate 55+.    There will be walking, kayaking and swimming.  Getting in and out of boats and golf carts with help.

Flight Details

Airport Pick Up is included when arriving at the designated airport within the specified pick up window.

Arrival Airport: Sarasota International Airport (SRQ)
Arrival Date: February 3 or February 7, 2025
Pick Up Times: Please Arrive by 3:00 PM

Departure Airport: Sarasota International Airport (SRQ)
Departure Date: February 7 or February 11, 2025
Drop off Times: Drop off time is 1:00 pm or earlier

Important information

As a solo-traveler, we need you to provide self-awareness and an understanding that you are fully responsible for yourself. This includes: your possessions, your physical abilities or fitness, your attitude, and all other aspects that relate to traveling solo in a group. 

  • Connect with our Members on our Private Facebook Group – Beatrice Bradley Member’s Only
  • You must be able to manage your own luggage and all of your personal belongings on this trip
  • This is not a handicap accessible able trip – you must be able to get in and out of a Large Passenger Transit Vehicle 
  • All Ground transportation is included on this trip
  • Group Airport transfers are included in this trip. 
  • This trip will have a maximum of 10-14 like-minded new friends.
  • This trip will have 2+ Beatrice Bradley Hostesses.
  • If you need a roommate, we will happily pair you with another Beatrice Bradley traveler.
  • Travel insurance is not included. Beatrice Bradley is not a licensed travel insurance operator nor is our staff trained to in travel insurance. You can choose to purchase travel insurance through any licensed provider you choose. We will ask you upon booking if you would like us to send you some suggested licensed insurance companies.