Caribbean Tours for Solo Travelers
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10 best Caribbean solo travel packages
Compiled by

MelissaCaribbean travel expert at TourRadar
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2 Reviews by TourRadar travelersDuration 7 days Destinations Oranjestad Age Range 2 to 99 year olds Operated in English, Italian, French Group Size Max Group Size 12 Group Type GroupPersonalized Room Type Singles, Shared Operator Across Caribbean Excursions From
- NZ$5,322
A private guide leads Caribbean exploration with stays at Bayview Eco Resort. Blue Lagoon's crystal waters, Holywell National Park's trails, and Rick's Café sunsets await. Cultural immersion includes Rasta Village visits and coffee tasting at Craighton Plantation.
Duration 10 days Destinations Montego Bay, Ocho Rios, Blue Mountain National Park, Treasure Beach, Negril Age Range 1 to 99 year olds Group Size Max Group Size 4 Group Type PrivatePersonalized Room Type Singles, Shared Operator Agate Travel From
- NZ$11,230
Single staterooms welcome independent travelers aboard Emerald Sakara. Shore Excursion Manager guides groups through Cruz Bay and Nelson's Dockyard UNESCO site. Seventeen shared meals and sunset views unite travelers across six diverse islands from Saint Thomas to San Juan.
Duration 7 days Destinations Virgin Islands, U.S., Antigua and Barbuda, Guadeloupe, Virgin Island, British, Puerto Rico Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $15,337
50% Off- NZ$7,610You save $7,727
Duration 8 days Destinations Puerto Rico, Virgin Island, British, Virgin Islands, U.S., Guadeloupe Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $21,678
50% Off- NZ$10,839You save $10,839
Private yacht accommodations house an intimate group of 100 travelers. Groups visit Barbuda's Pink Sandy Beach and Norman Island's pirate caves. Shared meals and shore excursions from St. John's to Virgin Gorda foster new connections.
Duration 8 days Destinations Antigua and Barbuda, Guadeloupe, Virgin Island, British, Virgin Islands, U.S. Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $18,341
51% Off- NZ$9,045You save $9,295
Emerald Azzurra's intimate setting hosts 100 guests for Caribbean exploration. Groups dine at Esperanza's waterfront restaurants, visit White Bay Beach, and gather for 7 dinners including Welcome and Farewell receptions.
Duration 8 days Destinations Puerto Rico, Virgin Island, British, Antigua and Barbuda Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $14,002
51% Off- NZ$6,876You save $7,126
Duration 10 days Destinations Virgin Island, British, Guadeloupe, Antigua and Barbuda Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $22,513
50% Off- NZ$11,215You save $11,298
The intimate 100-guest Emerald Azzurra welcomes solo adventurers with inclusive group dinners and shared activities at Culebra's marine life and Barbuda's pink beaches. Natural socializing opportunities emerge during 14 nights at sea, with organized excursions to Caribbean highlights.
Duration 15 days Destinations Puerto Rico, Virgin Island, British, Guadeloupe Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $36,681
33% Off- NZ$24,549You save $12,132
Duration 8 days Destinations Puerto Rico, Guadeloupe, Virgin Island, British Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $21,678
50% Off- NZ$10,839You save $10,839
Group excursions head to Nassau's Queen's Staircase and Grand Turk's lighthouse. Twenty shared meals and sunset gatherings in the yacht's Observation Lounge bring travelers together. Shore Excursion Manager coordinates activities at each Caribbean port.
Duration 8 days Destinations USA, Bahamas, Puerto Rico Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $22,179
50% Off- NZ$11,031You save $11,148
What our customers ask about Caribbean Tours for Solo Travelers
Which Caribbean destinations are most welcoming for solo travelers?
The Caribbean offers several destinations where solo travelers can feel at home. Barbados stands out with Bridgetown's walkable streets and active cultural scene. Saint Lucia's Soufrière region lets you join others for mud baths and Piton hikes. Bequia Island in the Grenadines has built a reputation for its friendly locals and quiet beaches where it's easy to meet people. The French-influenced îles des Saintes works well for solo exploration with its small towns and Fort Napoleon that attracts group visits. A TourRadar traveler mentioned: "Bequia Island was a highlight - the small size meant our group really bonded during beach activities and local cultural experiences."
What kind of group activities can solo travelers expect on Caribbean tours?
Group activities on Caribbean tours create natural ways to meet fellow travelers. You can join snorkeling trips at Tobago Cays Marine Park or team up with others to hike the Pitons in St. Lucia. Many tours include visits to places like Nelson's Dockyard in Antigua a UNESCO World Heritage site. At night groups often get together for welcome dinners and farewell parties. A recent TourRadar traveler shared: "The group barbecue on Mayreau Island was a highlight - it was impossible not to make friends while enjoying fresh seafood and local music together."
What's the best time of year for solo travelers to visit the Caribbean?
Plan your Caribbean trip during April-May or November-December. These months see fewer families and couples making it easier to connect with other solo travelers. The weather stays pleasant and prices tend to be lower. Places like St. Lucia and Martinique in the Windward Islands work well during these times. The Leeward Islands offer good sailing conditions that bring people together. A TourRadar traveler commented: "Traveling in May was perfect - the yacht wasn't full rates were better and I met lots of other solo travelers."
What type of accommodation can solo travelers expect on Caribbean tours?
The range of places to stay spans from modern ships like the Emerald Sakara with its infinity pool to smaller hotels such as the Hibiscus Lodge in Ocho Rios. Tours typically offer private rooms or shared cabins. On sailing trips the boats include common spaces meant for socializing with most vessels carrying up to 100 guests and 72 crew members for personal service. As one TourRadar traveler noted: "The yacht's social spaces were perfect for meeting other travelers while still having my private space to retreat to."
How social are the Caribbean sailing tours for solo travelers?
Sailing tours in the Caribbean naturally bring people together. Ships like the Emerald Azzurra with its 100 guests and 72 crew members create a friendly setting. Group trips to places like Tobago Cays and Les Saintes let people bond through shared activities from snorkeling to beach cookouts. The ships have spaces like the Aqua Pool where guests often gather. As one TourRadar traveler noted about their Caribbean sailing experience: "The small group size made it easy to meet people and the crew created such a welcoming atmosphere that by day two it felt like traveling with friends."
Is there a single supplement for Caribbean tours, and how much is it?
Single supplements cost between USD 2000-4000 for luxury yacht tours but many companies offer ways to pay less. Some Emerald Cruises trips drop or reduce these fees for certain cabin types. Land tours in places like Jamaica usually charge lower fees around USD 500-800. According to a TourRadar reviewer: "I found great value booking an early season departure where they offered no single supplement on standard cabins."