10 Day Caribbean Tours & Trips
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10 best Caribbean 10 day tour packages
Compiled by
MelissaCaribbean travel expert at TourRadar
- Quintessential Caribbean 2027 - 8 Days (from Saint Thomas Island to San Juan)
- St. Barth and white island worlds
- Vibes of the Virgin Islands
- Caribbean Yachting Discovery 2025-2026
- Caribbean Yachting Discovery 2026
- Caribbean Yachting Hideaways 2025-2026
- Caribbean escapade 2026 - 8 Days (from Miami to San Juan)
- Caribbean escapade 2026 - 8 Days (from San Juan to Miami)
- Grenadines & Windwards yachting
- Sailing Trip to the Dream Islands of the Grenadines
Seven Caribbean destinations connect over 8 days, from Saint Thomas to San Juan. Highlights include UNESCO site Nelson's Dockyard, Nevis's Georgian architecture, and Gustavia's French influence. The cruise features 20 gourmet meals, premium beverages, and guided tours at each distinctive port.
Saint Thomas Island Virgin Islands, U.S.
8 miCruz Bay Virgin Islands, U.S.
4 miSt. John Virgin Island, British
146 miShow 3 more
Saint Kitts Saint Kitts and Nevis
68 miFalmouth Harbour Antigua and Barbuda
93 miGustavia Guadeloupe
217 miSan Juan Puerto Rico
From $7,990
50% Off- US$3,960You save $4,030
The 8-day Caribbean sailing takes in Saint Martin's nature reserves, St. Barth's exclusive ports, and Anguilla's pristine beaches. The route covers Tintamarre's uninhabited shores, snorkeling at Rocher Creole, and Gustavia's West Indian architecture. Guests spend 7 nights aboard a luxury catamaran with full-board dining and daily water activities.
Saint Barthélemy Dominican Republic
26 miAnguilla Anguilla
26 miSaint Barthélemy Dominican Republic
From
50% Off- US$1,510
A 7-night Caribbean adventure aboard Emerald Sakara showcases pristine Saint John, Virgin Gorda's famous Baths, and Norman Island's snorkeling spots. The route includes 8 distinct ports including Philipsburg's vibrant markets and Gustavia's French charm, with all-inclusive dining and premium beverages.
Saint Thomas Island Virgin Islands, U.S.
12 miSt. John Virgin Island, British
21 miVirgin Gorda Island Virgin Island, British
15 miShow 5 more
Norman Island Virgin Island, British
102 miAnguilla Anguilla
12 miPhilipsburg Virgin Island, British
17 miSaint Barthélemy Dominican Republic
1 miGustavia Guadeloupe
139 miSaint Thomas Island Virgin Islands, U.S.
From $7,590
50% Off- US$3,760You save $3,830
Luxury awaits on this 8-day Caribbean cruise aboard Emerald Azzurra, visiting St. John's colonial sites, Barbuda's pink beaches, and The Baths at Virgin Gorda. The sailing includes 20 gourmet meals, premium beverages, and expert-guided excursions, concluding in historic San Juan, Puerto Rico.
St John's Antigua and Barbuda
84 miIles des Saintes Guadeloupe
257 miVirgin Gorda Island Virgin Island, British
15 miNorman Island Virgin Island, British
98 miSan Juan Puerto Rico
From $7,990
51% Off- US$3,920You save $4,070
A Caribbean odyssey spans 4 nations and 5 distinct ports over 8 days. From St. John's, the route includes Barbuda's Pink Sandy Beach, Fort Napoleon in Îles des Saintes, and Norman Island's hidden coves. Emerald Azzurra provides luxury accommodation with 20 gourmet meals included.
St John's Antigua and Barbuda
84 miIles des Saintes Guadeloupe
257 miVirgin Gorda Island Virgin Island, British
15 miNorman Island Virgin Island, British
20 miSaint Thomas Island Virgin Islands, U.S.
From $8,390
51% Off- US$4,120You save $4,270
A 7-night Caribbean cruise aboard Emerald Azzurra calls at pristine locations like Culebra's marine-rich cays and Esperanza's waterfront. The itinerary features Cruz Bay's Caribbean architecture at Mongoose Junction, White Bay Beach, and Gustavia's French charm over 8 days.
San Juan Puerto Rico
53 miCulebra Puerto Rico
14 miVieques Island Puerto Rico
50 miShow 2 more
Jost van Dyke Virgin Island, British
114 miPhilipsburg Virgin Island, British
105 miSt John's Antigua and Barbuda
From $7,990
51% Off- US$3,920You save $4,070
Six Caribbean destinations unfold over 8 days, from Miami's waterfront to San Juan's historic streets. Stops include Nassau's Queen's Staircase, Emerald Bay's white-sand beaches, and Grand Turk's colonial architecture. Seven nights aboard Emerald Sakara feature 20 included meals and premium beverages.
Miami USA
187 miNassau Bahamas
55 miExuma Cays Land and Sea Park Bahamas
144 miShow 2 more
San Salvador Island Bahamas
69 miLong Island Bahamas
667 miSan Juan Puerto Rico
From $10,890
50% Off- US$5,410You save $5,480
A Caribbean sailing aboard Emerald Sakara showcases pristine Gordon's Beach, historic Grand Turk Lighthouse, and Nassau's colonial architecture. The 8-day route covers 6 distinct destinations including San Salvador's marine life and Emerald Bay's crystal waters, with luxury accommodations and all-inclusive dining.
San Juan Puerto Rico
667 miLong Island Bahamas
69 miSan Salvador Island Bahamas
144 miShow 2 more
Exuma Cays Land and Sea Park Bahamas
55 miNassau Bahamas
187 miMiami USA
From $7,590
50% Off- US$3,760You save $3,830
Six Caribbean destinations unfold over 8 days, from Bridgetown's bustling port to Tobago Cays' pristine waters. The route includes Port St. Charles' marina, Kingstown's colonial architecture, and Bequia's authentic villages. Luxury accommodation aboard Emerald Azzurra includes all-inclusive dining and drinks.
Bridgetown Barbados
5 miPort St Charles Barbados
112 miKingstown Saint Vincent and the Grenadines
10 miShow 3 more
Bequia Saint Vincent and the Grenadines
27 miMayreau Saint Vincent and the Grenadines
4 miUnion Island Saint Vincent and the Grenadines
128 miBridgetown Barbados
From $7,590
50% Off- US$3,780You save $3,810
Multiple Caribbean islands fill eight full days, with sailing times varying from 1.5 to 8 hours between destinations. Private yacht accommodations include seven nights and comprehensive meal plan with flexible itinerary.
Carriacou Grenada
11 miMayreau Saint Vincent and the Grenadines
2 miTobago Cays Saint Vincent and the Grenadines
27 miBequia Saint Vincent and the Grenadines
From
50% Off- US$1,852
