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What to expect on our singles Tobago trips

One-of-a-kind Experiences

One-of-a-kind Experiences

From serene hummingbird havens to lively Sunday street parties, there’s something special for everyone

Prime Location

Prime Location

Enjoy our location a short stroll from from Store Bay Beach, famous for its calm waters, local food stalls, glass-bottom boat tours, and breathtaking sunsets

Enjoy a Variety of Activities

Enjoy a Variety of Activities

Scenic horseback riding, exciting deep-sea fishing, and peaceful kayaking in Tobago's crystal-clear waters

Hotel exclusive to Solos guests

Hotel exclusive to Solos guests

Designed exclusively for solo travellers, relax by the outdoor pool & sundeck, just a short walk from vibrant bars & restaurants

About this trip...

We're thrilled to feature the beautiful Caribbean island of Tobago among our Solos Exclusives destinations. Located in the town of Crown Point, the charming Shepherds Inn offers an authentic Caribbean experience just a 10-15 minute walk from the pristine Store Bay Beach, and only a quick taxi ride to Pigeon Point – ranked among the world's top 100 beaches. This idyllic retreat is the perfect getaway for solo travellers seeking relaxation, adventure and natural beauty. We can spend our days unwinding on the sands or by the private pool, and enjoy evening meals together as a group, with the freedom to spend as much or as little time with our fellow Solos as we wish. The inn is exclusive to our guests, with a prime location in the heart of Tobago. 

Highlights not to miss:

Store Bay Beach: Enjoy calm waters, local food stalls, and breathtaking sunsets

Exclusive for Solos: Relax by the pool, steps from vibrant bars and restaurants

Unique Experiences: From turtle watching to lively street parties and thrilling outdoor activities, Tobago has it all

What's Included?

  • Return flights & transfers- regional flight options available
  • Airport Taxes & Charges
  • Double Room for Sole Use
  • Solos Board: Breakfast Daily 5 x Evening Meals per week
  • Welcome Drink & Information Meeting
  • Free Solos App with all your travel documents
  • Dedicated Whatsapp group for your trip
  • Accompanying Solos Tour Leader
  • Fully Financially Protected

What's extra:

  • Insurance see here
  • Optional Excursions (see more details under Essential Information)

What’s waiting for you in Tobago?

Our Exclusive Hotel: Sheperd's Inn

Our Exclusive Hotel: Sheperd's Inn

Shepherd’s Inn is an intimate retreat reserved entirely for Solos guests. Set within a stunning palm-lined garden, this boutique property offers a "private club" atmosphere where you’re surrounded by 100% like-minded travellers. Whether you’re lounging on the sundeck with a tropical drink or taking a refreshing dip in the outdoor pool, you have the exclusive luxury of a space that belongs only to our group.

  • The Personal Touch: Our welcoming hosts and your dedicated Solos Tour Leader provide a level of genuine Tobagonian hospitality and undivided, personal attention that only a family-run inn can offer. From the moment you arrive, you’ll be treated with the warmth and "island-time" care that defines the Solos Exclusive experience.
  • The Perfect Base: Enjoy the tranquility of our private pool and gardens, or take a short stroll to the pristine sands of Store Bay. It’s a peaceful sanctuary designed for those who want to switch off in a tropical paradise, while remaining just steps away from the vibrant energy of Crown Point and the turquoise Caribbean Sea.
  • Evening Vibes: Indulge in mouthwatering local flavours at Betsy’s Hope, our on-site restaurant, or gather at the bar to swap stories under the stars. With the freedom of our Bed & Breakfast basis, the hotel serves as the perfect social hub before heading out to explore the local nightlife, ensuring you have the ultimate flexibility to experience the island exactly how you choose.
The Location: Crown Point

The Location: Crown Point

Step outside the tranquility of the inn and you’ll find yourself in the heart of Crown Point. This vibrant area offers a rich tapestry of dining options, from local eateries serving traditional Caribbean "blue food" to international restaurants. As evening falls, the resort comes alive with lively bars and lounges featuring the rhythmic sounds of live music—all just a short walk from your room.

Is a Solos Exclusive Right For You?

Is a Solos Exclusive Right For You?

Our Solos Exclusives trips are our most popular holiday style—small by design and reserved entirely for our guests. You won’t be "one of the only" solo travellers in a big resort; you’ll be part of a small group of 100% like-minded individuals in a property that is exclusively ours.

Who this trip style is for:

  • The First-Timer: Perfect if you’re looking to dip your toe into the Caribbean without the "what-ifs." We handle all the logistics—from flights to transfers—providing the ultimate safety net. With an experienced Tour Leader on-site to ensure everything runs smoothly, you get the security of a group holiday with the total freedom to spend your time exactly how you want.

  • The Social Soul: For those who want the "buzz" of a group but the sanctuary of their own space. You’ll find a warm, easygoing atmosphere at the hotel bar and plenty of opportunities to swap stories over dinner at Betsy’s Hope, all while enjoying the comfort of a private room with no single supplement.

  • The Explorer: For travellers who want the freedom to choose between a quiet morning with a book, a snorkeling trip to Buccoo Reef, or a night of dancing at Sunday School. You have total flexibility—join every optional excursion or simply enjoy the peace of our private pool.

  • The Authentic Traveller: Ideal if you prefer intimate, boutique inns over large, anonymous hotel chains. Our hosts at Shepherd’s Inn offer a home-away-from-home feel, providing the kind of personal, heartfelt service you only find in a family-run property exclusively reserved for our Solos guests.

Optional Excursions

Optional Excursions

On a Solos Exclusive holiday, your time is entirely your own. While the palm-lined gardens of Shepherd's Inn are perfect for switching off, you are never tied to a sunbed. Whether you’re looking for a rhythmic street party, a serene nature encounter, or a heart-racing adventure, Tobago offers a wealth of experiences to dive into:

  • Relax and Recharge at Iconic Beaches: Visit Pigeon Point, the island’s most famous destination, known for its pristine white sands and iconic thatch-roofed jetty. For a mix of sun and local flavor, head to Store Bay Beach to sample Tobago’s legendary crab and dumpling right on the shore.
  • Explore Beyond the Beach: Immerse yourself in authentic island life at the Sunday School Street Party in Buccoo, where steelpan performances and local DJs create an unforgettable atmosphere. For nature lovers, visit the Adventure Farm and Nature Reserve to witness the spectacle of vibrant hummingbirds at feeding time, 
  • Discovery: Experience beautiful Tobago on a Fully guided Island Tour taking in delightful villages and admire Englishman's Bay including lunch at Jemma's amazing creole reataurant. Or set sale across the sparkling Caribbeanon Sea aboard a Private Sunset Cruise on a spacious catamaran
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Trip Reviews

Location was lovely

Good company. Easy to book and go on excursions. Hotel staff very friendly and helpful. Hotel clean and well serviced. Location was lovely.

Janaki

Wonderful hotel & staff

The well researched and well priced activities. The great company, and wonderful hotel and staff.

Clare

Great beaches & outings

Accommodation was good, the island was lovely, great beaches and outings!

Katharine

Organised trips

Location, friendly staff, organised trips.

Marilyn

Accommodation

Shepherds Inn

Situated in Crown point this small and friendly offers easy access to all the popular activities and features of the popular Crown Point area including Store Bay beach and the renowned Pigeon Point.

Facilities include

The Shepherd’s Inn offers 25 rooms with two room types to choose from, palm-lined tropical gardens, an outdoor pool, sun deck, bar, Betsy’s Hope restaurant where we take our breakfast and included evening meals.

Room includes

Pasture Rooms

The palm-lined tropical garden in the centre of our hotel is a wonderful place to relax and chill. Faced in beautiful coral rock, our Pasture Rooms are located around the perimeter of the gardens. Attractive tiled pathways lead from the restaurant, pool and reception areas to each room. The Pasture Rooms are fully air-conditioned with modern whisper-quiet split units. Rooms are available with either a double bed or twin beds. Each room features a desk and chair, small refrigerator, flat-screen television with Netflix, IP telephone system, security safe, tea making facilities and our signature modern fully tiled bathrooms.

Pond Rooms

The four charming octagonal cabanas situated around the perimeter of our central pond (swimming pool) are a main feature of Shepherd's Inn. Each of these unique teakwood cabanas provides the Pond Rooms. These quaint rooms shout character. No wonder that they are so popular with guests.The Pond Rooms are fully air-conditioned with modern whisper-quiet split units. They are furnished with a double bed, desk and chair, refrigerator, flat-screen television with Netflix, IP telephone system, security safe , tea making facilities and modern fully tiled bathrooms.

Dates & Prices

Departure Return Nights Price from Other Info Regional flights
16 Apr 2027 30 Apr 2027 14
£2901
Full Please call for regional flights
16 Apr 2027 23 Apr 2027 7
£1998
Full Please call for regional flights
23 Apr 2027 30 Apr 2027 7
£1998
Full Please call for regional flights
30 Apr 2027 7 May 2027 7
£1998
Full Please call for regional flights
30 Apr 2027 14 May 2027 14
£2901
Full Please call for regional flights
7 May 2027 14 May 2027 7
£1998
Limited space available Please call for regional flights
3 Sep 2027 17 Sep 2027 14
£3082
  Please call for regional flights
3 Sep 2027 10 Sep 2027 7
£2064
  Please call for regional flights
10 Sep 2027 17 Sep 2027 7
£2064
  Please call for regional flights

Essential Information

Dress Code
Casual, cotton, lightweight daytime wear is the order of the day. Comfortable shoes are a must for sightseeing. Smart casual clothes will be ideal for the evening, with the emphasis throughout being informal but with no vests in the restaurants in the evenings. Evenings can be cooler so do ensure that you take a cardigan or jacket and even some rainwear – particularly in June & September when you may experience some rain showers followed by scorching days!
Optional Excursions

You may wish to take an optional excursion during the course of your stay. Full details will be given at the Information Meeting. All tours should be paid for in US$ or TT$. Credit cards are accepted. The exact amount will be given at your Information Meeting. Your Tour Leader will help arrange these for you but may not necessarily accompany you. Prices are a guide only and subject to change.

Island Tour of Beautiful Tobago Full Day: $120 USD per person Experience the multifaceted jewel of Tobago with our talented tour guide. Our journey takes us alongside the lush green Caribbean side of the Island, with stops at villages like Castara, Roxborough and Speyside. We admire Englishman’s Bay, take a walk through the western hemisphere’s first protected rainforest (since 1776) and have lunch at Jemma’s amazing creole restaurant up in the almond tree. We return back along the Atlantic shore roads. Take nothing but pictures; leave nothing but footprints. 

Private Sunset Cruise 3 hours: $100 USD per person Set sail across the sparkling Caribbean Sea aboard a spacious 42-foot catamaran. Complimentary sodas and water will be provided, and guests are welcome to bring along their favorite drinks or snacks. During the voyage, enjoy a refreshing swim stop to make the most of the turquoise waters before continuing your relaxing cruise 

 Hummingbird Feeding Experience – Bloody Bay: $120.00 USD per person Nestled high in the lush mountains of Tobago, the park is a hidden gem that offers an unforgettable experience for nature lovers and adventurer seekers alike. This breathtaking hummingbird sanctuary is a must visit destination for anyone visiting the island. With panoramic views, up close encounters with dazzling hummingbirds, and incredible home cooked meals. 

 Private Buccoo Reef and Nylon Pool Tour – $50.00 USD per person 2.50 hours – Snorkeling and transportation to and from glass bottom boat and entrance fee included. 

 Sunday School – $10.00 USD per person – transfers included Buccoo Sunday School is a loud, vibrant street party - Nothing religious here at all. It is an ideal way of sampling one aspect of Tobagonian social life. The party starts every Sunday evening when the Buccooneers Steel Band orchestra play pan for a couple of hours.

 Bird watching • Wetlands 3 hours – $75.00 USD per person 8 hours – $120.00 USD per person (Lunch, refreshments, guide and transportation included)

 Bird watching and private farm visit to Arnos Vale: $50 USD per person 

City Tour of Scarborough – $45.00 USD per person 4 hours - Visits to Fort King Geroge and the Scarborough Market

 Bonfire Evening – Black Rock - $30.00 USD per person, Transfers included A bonfire illuminates the surroundings, accompanied by the captivating melodies of the steel pan. 

Horse Back Riding 2 hours - $100.00 USD per person, Transfers $12.00 per person Guided tour through the costal village of Buccoo, along the beach and the crystal blue Caribbean Sea. No experience required.

Gratuities
There is often confusion on the question of gratuities, since it frequently depends on the type of holiday, location and, of course, your attitude towards tipping, as to what is normally expected. In order to give you a rough idea, we have given appropriate guidance below. Your Tour Leader will be on hand to offer advice or suggestions if required but gratuities are offered entirely at the sole discretion of the individual. We suggest a group collection to cover drivers, porters and hotel staff of TT$250, (approx £30)
 
Your Tour Leader will collect this on your behalf and distribute it accordingly, thus relieving you of the burden of who, when and how much to tip. The tipping of housekeeping will be left to your individual discretion (a small amount left in your room on departure should cover this and would be much appreciated). As is customary, ‘the hat’ will be passed around for the driver and guide on all optional excursions. For any meals that are not included in your itinerary, or taxi fares, your Tour Leader can advise of an appropriate add-on.
Transfer Time
Transfer time from Tobago Airport to the Shepherds's Inn is approximately 5 minutes.
Hotel Information
Please note - The hotel restaurant is open to non-residents
Time difference
Tobago is 4 hours behind GMT.
Passport and visas
All passengers must be in possession of a full 10-year passport with at least 6 months validity after the return date. Visas are not required for British citizens. 
 
It is your responsibility to ensure that you have the correct visa, a valid passport and any other travel documents for your holiday.  All information provided relates to British citizens who hold or are entitled to apply for a British passport. For the most up-to-date visa information please visit; Tobago Foreign Advice
 
Submission of the online form will be required for all passengers arriving in or departing from Trinidad and Tobago by air or sea. Passengers will be able to submit the online Arrival and Departure Card and upload the biodata page of their passport up to seventy-two (72) hours prior to travel. Once submitted, travelers will receive a digital receipt with a QR code, which must be presented to immigration officials on arrival or departure. https://travel.gov.tt/en
 
If you are not a British citizen and do not hold a British passport, you must make your own enquiries as to the applicable requirements. 
Health requirements
Compulsory vaccinations: None.
 
All clients are responsible for acquainting themselves with up to date health information of the countries being visited and where necessary take the required precautions. We recommend that you check with your doctor prior to departure as this information can change.   You can also visit the travel health website for more information; Travel Health Tobago.
 
Please remember to pack any prescribed medication, as they can often be expensive and may not be readily available.
Currency
The currency in Tobago is the Trinidad and Tobago Dollar (TTD), which is often abbreviated as TT$. Some businesses accept US Dollars
WhatsApp Group
WhatsApp Group: Shortly before your holiday, you will be invited to join an optional WhatsApp group to connect with your fellow travellers and your Tour Leader.
Booking Information
It is important to consider whether this holiday is suitable for your level of fitness, mobility, and any medical conditions. We are committed to making reasonable adjustments wherever possible. Please tell us about any disability, medical condition, or additional requirements before booking so we can assess whether we can safely and appropriately accommodate your needs. If you are unsure whether this holiday is suitable for you, please contact us before booking. We will be happy to discuss the holiday requirements and your individual circumstances.

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Rated as Excellent (4.8/5) by our customers

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First Class

I’d highly recommend Solos to people looking to travel on their own with a group of like minded people.
-David F

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Fabulous experience

Solos are extremely organised and provide fantastic holidays for people on their own. The tour leaders are of a very high standard and are extremely caring with the guests.
-Carole

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Don't Delay any Longer!

This was my first Solos holiday and it hugely exceeded my expectations. Lovely, lovely people made the holiday so special.....it will stay with me for always
-L Heaton

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Well worth going

I’ve recently returned from my first Solos holiday and had a fantastic time. I can honestly say that I enjoyed every minute, and the memories will last a lifetime.
-Patricia B

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