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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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 $15,492
50% Off- NZ$7,687You save $7,805
Life aboard Emerald Azzurra caters to solo travelers through organized activities and social spaces. Caribbean highlights unfold from Bridgetown's markets to Falmouth Harbour's UNESCO site. Single accommodation options and communal dining showcase regional specialties across 6 island nations.
Duration 14 days Destinations Barbados, Saint Vincent and the Grenadines, Saint Lucia, Guadeloupe, Antigua and Barbuda, St Martin Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $35,200
50% Off- NZ$17,533You save $17,667
A hundred passengers share Caribbean moments aboard Emerald Azzurra. The itinerary covers Gustavia's French culture and Soufrière's volcanic wonders. Organized activities and communal dining enhance visits to 12 stunning destinations.
Duration 17 days Destinations St Martin, Guadeloupe, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Vincent and the Grenadines, Barbados Age Range up to 90 year olds Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $40,595
50% Off- NZ$20,154You save $20,440
The intimate Emerald Sakara welcomes solo travelers with single cabins and a dedicated 72-person crew. Fellow guests bond while visiting Nevis's plantations and Virgin Gorda's Prickly Pear Cays. Shared meals and welcome receptions nurture friendships during the 7-day voyage.
Duration 7 days Destinations Puerto Rico, Virgin Islands, U.S., Virgin Island, British, Saint Kitts and Nevis, Antigua and Barbuda, 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 $15,155
50% Off- NZ$7,519You save $7,636
The luxurious Emerald Sakara yacht offers single accommodations for independent travelers. Natural socializing flows through Cruz Bay's Mongoose Junction and Gustavia's boutiques. Communal meals and guided tours across 7 Caribbean ports create genuine connections.
Duration 8 days Destinations Virgin Islands, U.S., Virgin Island, British, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe, 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 $16,841
50% Off- NZ$8,362You save $8,479
Duration 7 days Destinations Willemstad Age Range up to 99 year olds Operated in English, French, Spanish Group Size Max Group Size 12 Group Type GroupPersonalized Room Type Singles, Shared Operator Across Caribbean Excursions From $2,847
10% Off- NZ$2,563You save $284
Caribbean adventures await at Southern Cross Club and Hungry Iguana restaurant. Dedicated accommodations at three premium resorts complement organised activities from craft market visits to world-class diving.
Duration 7 days Destinations Cayman Islands Age Range 5 to 90 year olds Operated in English, French, Spanish Group Size Max Group Size 12 Group Type GroupPersonalized Room Type Singles, Shared Operator Across Caribbean Excursions From $6,723
10% Off- NZ$6,051You save $672
Travelers aged 16+ connect through shared adventures at Thunderball Grotto's diving spots and Staniel Cay's swimming pigs. The 4-star Sandyport Beach Resort serves as a social hub, while group meals at Marina Village and ATV tours to Fort Fincastle foster friendships.
Duration 5 days Destinations Nassau Age Range 16 to 90 year olds Operated in English, German, Italian, Portuguese, French Group Size Max Group Size 12 Group Type GroupPersonalized Room Type Singles, Shared Operator Across Caribbean Excursions From $4,118
10% Off- NZ$3,707You save $411
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."