Single Travelers Adventure

An Anguilla Single Travelers Adventure
Single Travelers at Anacaona Boutique Hotel

  • with its world famous beaches, wonderful restaurants, wellness activities and authentic Caribbean charm
  • Anguilla makes an exceptional vacation spot for the single traveler.

Enjoy single occupancy of your spacious, air-conditioned, comfortable room with private balcony at celebrated Boutique Hotel, Anacaona - situated on Meads Bay in the heart of Anguilla's fashionable West End.

Relax as our experienced host welcomes you, makes introductions, leads social events and looks after your needs as a single traveler.

Experience making new friends for life as you soak up the sun and visit the island's world famous beaches, dine at excellent restaurants and enjoy authentic Caribbean nightlife through our guided program of dining and events.

Do it your way: add to your Adventure with one of our optional excursions, Spa or fitness activities - if the beaches and bars are not enough for you.

Anguilla Single Travelers Adventure
Package starts at $2,995 and includes

  • 7 night's accommodation in a air conditioned Superior Room with private bathroom & balcony (single occupancy all taxes included)
  • Transfers to and from Blowing Point Seaport or Clayton J Lloyd International Airport
  • Welcome Drinks and Dinner and nightly cocktail at Firefly Bar
  • Daily Breakfast at Anacaona's Firefly Restaurant
  • 3 dinners at leading Anguilla Restaurants – Blanchard's, StrawHat and DaVida (transfers included)
  • 3 further dinners at Firefly Restaurant including a special Caribbean Night with the Mayoumba Folkloric Theatre
  • Complimentary half-day island tour of Anguilla's fabulous beaches with BBQ lunch at Smokeys
  • Complimentary half-day boat trip to snorkel at Little Bay
  • Your host, Trudy Nixon, who will welcome you, make introductions, lead social events and aim to make your holiday as relaxing and enjoyable as possible.

Not included:

  • Flights (although we can assist with booking them)
  • Lunches (apart from Island tour - there are a number of dining options within walking distance of the hotel - and the hotel also offers an extensive lunch menu)
  • Wine at dinner & drinks (apart from welcome drinks and the managers cocktail party)
  • Some excursions and Wellness and Fitness activities (please see A la Carte List below)

Anguilla Adventure
Program for Single Travelers

We have created a wonderful program of activities and social activities for you to enjoy. Please feel free to join in with as much or as a little as you wish.

Saturday: Arrival Day Our representative will meet you at Blowing Point Sea Port or Clayton J Lloyd Airport on Anguilla and transfer you to Anacaona Boutique Hotel, where you will be met by your Host, Trudy Nixon 6.30 - 7.30pm Welcome Drinks, followed by 3 course á la Carte Dinner at Firefly Restaurant and Bar

Sunday: Breakfast - 7.30 to 10.30am
11.30am to 3.30pm Island Tour and lunch on the beach at Smokey's on the Cove
6.30pm meet at Firefly Bar for Cocktails
7.15pm transfer to Straw Hat Restaurant on Meads Bay for dinner by the Ocean

Monday: Breakfast - 7.30 to 10.30am
Day on Meads Bay beach/by the pool and lunch at your leisure or enjoy a Wellness or Fitness Experience activity (extra charge)
6.30 - 7.30pm Owners/Managers' Cocktail Party followed by Dinner at Firefly Restaurant

Tuesday: Breakfast 7.30 to 10.30am
11.00am Optional Excursion to Rendezvous Bay, or enjoy a Wellness or Fitness Experience activity (extra charge) or simply relax on beautiful Meads Bay beach or by the pool and have lunch at your leisure 6.30pm meet at Firefly Bar for Cocktails and at 7.15pm transfer to glamorous Da Vida Restaurant on Crocus Bay for a luxurious dinner. Afterwards there is the option to transfer back to the Hotel (included) or visit the Pumphouse or Elvis Bar in Sandy Ground for late night entertainment (extra charge for transfer & drinks).

Wednesday: Breakfast 7.30 to 10.30am
11.30am transfer to Sandy Ground for a half day boat trip to Little Bay or Sandy Island with Captain Rollins on the charming catamaran "Chocolat"
6.30pm meet at Firefly for Cocktails and at 7.15 transfer to Blanchards - Anguilla's most famous Restaurant. Afterwards there is the option to transfer back to the Hotel (included) or optional visit to Bankie Banx's Dune Preserve (extra charge for entrance fee and drinks)

Thursday: Breakfast 7.30 to 10.30am
8.15am Optional Excursion - Anguilla's History & Culture - this trip includes a visit to Wallblake House, the Anguilla Heritage Collection and will finish with lunch in the fishing village of Island Harbour.
7.00pm meet at Firefly for Cocktails followed by Local Food Buffet and Mayoumba Folkloric Theatre at Firefly
10.30pm Optional late night excursion to Sandy Ground for live music and dancing at the Pumphouse.

Friday: Breakfast 7.30 to 10.30am
Day on Meads Bay beach/by the pool and lunch at your leisure or enjoy a Wellness or Fitness Experience activity (extra charge)
6.30pm meet at Firefly for Cocktails followed by your Hosts Farewell Dinner

Saturday: Departure Day Breakfast 7.30 to 10.30am followed by transfers to Sea and Airports.

Program subject to change. We are happy to facilitate special requests where possible.

Anguilla Adventure
Need to Know

What is the Group Size? between 10 to 15. Age and makeup of group will vary though we will aim to balance groups.

How much time will I have to myself? our holiday boasts a mixture of structured and free time which we hope you will enjoy. All activities are optional - if you want to do your own thing that is fine. However, if you want company there will always be someone to have breakfast, lunch, cocktails or dinner with and an activity to take part in.

Why is Anguilla suitable for a singles holiday? Situated in the British West Indies Anguilla is a beautiful, peaceful, friendly, authentic Caribbean Island and it boasts some of the most breathtaking beaches in the world. It has long been established as a destination for the rich and famous and has mainly small, independent high quality hotels coupled with an excellent range of restaurants. It offers a friendly and accessible local nightlife with mainly live music. Most venues enjoy a healthy mix of both tourists and locals. It is a leading wellness destination offering world class spa services and the full mix of sporting activities. It is an authentically Caribbean island with none of the usual mass tourism trappings.

About the Hotel: Anacaona Boutique Hotel is a small, wellness orientated hideaway a few paces from one of Anguilla's most ravishing beaches. It has 27 air-conditioned rooms and suits, two swimming pools, a boutique, a massage centre, free Wi-Fi and Internet, garden-poolside restaurant and bar, drinks and lunch service on the beach. Anacaona (pronounced the way it looks, by the way an-nah-ky-oh-nah) is owned and operated by legendary hoteliers Sue and Robin Ricketts. What makes Anacaona the fun place to be on Anguilla and a great place to host a party of singles is its role as a wellness centre and as the unofficial cultural entertainment centre of the island, presenting local music and dancing, dinner theatre and other diversions.

About the program and your host: The program was designed by Trudy Nixon, who has long wanted to bring a singles program to Anguilla and is delighted to be working with Anacaona. Trudy is originally from the UK but is a long time resident of Anguilla. She loves her adopted home and has designed a program that will introduce you to the best the island has to offer. She gained experience in the Singles Travel market through a leading UK singles operator and led successful tours in the Caribbean, Europe and North Africa. Trudy says "I truly believe that it is possible to travel on your own and have the best vacation of your life".

Getting to Anguilla is an easy adventure: Large jets don't fly into Anguilla - and that is one of the things that has kept us special. It is easy to fly to neighboring Saint Marten (Princess Juliana - SXM) and transfer by plane or boat (45 mins) or to Puerto Rico (San Juan - SJU) and transfer by plane (1 hour) or Antigua (ANU) and transfer by plane (1 hour). We are happy to assist with arranging your transfers to Anguilla. Once you reach Anguilla you will be met by our representative and transferred to Anacaona.

Anguilla Adventure
optional excursions and activities

Rendezvous Bay Beach:Transfer to beautiful Rendezvous Bay on the Caribbean Side of the island. Walk the 2.5 mile beach, sit under a palm tree, grab a sun bed and have a rum punch and lunch at one of the wonderful venues on the stunning bay.

Late night Anguilla For those who like to listen to live music or have a late night drink we offer two optional late night excursions:

• Sandy Ground: for many, no visit to Anguilla is complete without a trip to the fishing village of Sandy Ground. Often described as 'the coolest village in the caribbean". Restaurants and bars like Elvis's Beach Bar, Ripples, Roy's and the Sand Bar coupled with late night music venues such as Johnno's and the Pumphouse - make it a must

• The Dune Preserve: Bankie Banx is Anguilla's most famous musician and his unique beach bar and live music venue - the Dune Preserve - is made out of driftwood and nestles in the dunes on Rendezvous Bay.

Anguilla's Culture & Heritage: Learn about Anguilla, its people – its past. This trip includes a visit to Wallblake House (Anguilla's only surviving Plantation House) in the historic Valley (the capitol of Anguilla), the Anguilla Heritage Collection - a charming museum in the East End and lunch in the picturesque fishing village of Island Harbour.

Wellness and Fitness Activities: We are happy to arrange any of the following (additional charge):

  • Massage
  • Manicure and Pedicure
  • Reflexology
  • Colonics
  • Golf
  • Diving and Snorkeling
  • Tennis
  • Sailing
  • Personal Training
  • Yoga/Pilates
  • Watersking

Dear Guest, Please check back often on this page for dates on our Singles Programme for 2014 we will be determining the dates for 2014 in the near future. This programme can also be customized to suite private groups if needed. We will also be offering in the near future a “Single/Solo Package” for indiviual travel so please look for that also!