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

MelissaCaribbean travel expert at TourRadar
- Cayman Islands Adventure 7 Days/6 Nights
- Discover the Yachting Islands of the Caribbean 2027-2028 - 15 Days
- Caribbean escapade 2026 - 8 Days
- Caribbean Yachting Discovery 2025-2026
- Discover the Best of the Caribbean
- Caribbean Island Hopping: Sint Maarten to Barbados
- Discover the Hidden Wonders of the Caribbean
- Discover the Grenadines & Windwards islands
- Discover the Vibes of the Caribbean
- Caribbean Yachting Hideaways 2025-2026
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 All Ages Welcome Operated in English, French, Spanish Group Size Max Group Size 12 Group Type GroupPersonalized Room Type Singles, Shared Operator Across Caribbean Excursions From
- US$3,988
Duration 15 days Destinations Antigua and Barbuda, Saint Kitts and Nevis, Guadeloupe, Virgin Island, British, Puerto Rico Age Range Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $23,980
50% Off- US$11,985You save $11,995
The intimate Emerald Sakara welcomes travelers ages 12+ to Grand Turk Lighthouse and Nassau's Queen's Staircase. The 100-guest capacity creates easy socializing, featuring welcome dinners and shared adventures at Gordon's Beach.
Duration 8 days Destinations Puerto Rico, Bahamas, USA Age Range Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $12,490
50% Off- US$6,210You save $6,280
Small-group excursions from St. John's to San Juan accommodate 100 guests maximum. Travelers unite at Barbuda's Pink Sandy Beach and Virgin Gorda's The Baths. Single cabins available on Emerald Azzurra with inclusive dining and premium beverages.
Duration 8 days Destinations Antigua and Barbuda, Guadeloupe, Virgin Island, British, Puerto Rico Age Range Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $11,640
51% Off- US$5,745You save $5,895
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 Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $24,080
50% Off- US$11,955You save $12,125
Duration 11 days Destinations Virgin Island, British, Guadeloupe, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Vincent and the Grenadines, Barbados Age Range Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $15,990
50% Off- US$7,995You save $7,995
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 Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $20,880
50% Off- US$10,400You save $10,480
Solo travelers get private staterooms on Emerald Sakara, which carries just 100 guests total - making it simple to meet other travelers. Guided group trips head to Grand Turk's white sandy beaches, Nassau's historic Queen's Staircase, and the 18th-century Nelson's Dockyard in Falmouth Harbour, Antigua. The Shore Excursion Manager helps with introductions, and complimentary cocktails are served throughout the day on this Caribbean journey from Miami to Saint Thomas.
Duration 14 days Destinations USA, Bahamas, Puerto Rico, Virgin Islands, U.S., Antigua and Barbuda, Guadeloupe Age Range Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $20,680
50% Off- US$10,240You save $10,440
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 Ages 12+ Group Size Max Group Size 182 Group Type Group Room Type Singles, Shared Operator Emerald Cruises From $12,040
51% Off- US$5,945You save $6,095
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."





















