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Top Caribbean Private Sightseeing Tours

2,369 Results
Private Airport Transfers Roundtrip Punta Cana Hotels

Know our stories from 5 centuries ago, from the colonization of the Spaniards on our island, as well as visit the monuments built by them …More

Punta Cana, Dominican Republic

Know our stories from 5 centuries ago, from the colonization of the Spaniards on our island, as well as visit the monuments built by them...

25 minutes Hotel pickup offered Free Cancellation
4.6 (21)
from
$5
Talking Buildings of Old San Juan: A Self-Guided Audio Tour

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves. …More

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves....

80 to 100 minutes Free Cancellation
3.9 (17)
from
$8
Oranjestad, Aruba Historical GPS Self Guided Audio Walking Tour

Discover the story of Oranjestad, Aruba. Our tour will take you through history and heritage, beginning at the iconic Queen Wilhelmina Statue at the Queen …More

Discover the story of Oranjestad, Aruba. Our tour will take you through history and heritage, beginning at the iconic Queen Wilhelmina Statue at the Queen...

60 to 90 minutes Free Cancellation
4.6 (5)
from
$10
Souvenir Shopping Tour in Punta Cana. Transportation Included

Immerse yourself in the captivating world of crafts and local culture with a guided tour of the souvenir shop. This enchanting experience offers you a …More

Punta Cana, Dominican Republic

Immerse yourself in the captivating world of crafts and local culture with a guided tour of the souvenir shop. This enchanting experience offers you a...

2 hours Hotel pickup offered Free Cancellation
4.1 (16)
from
$10
San Juan’s Historic Streets Audio Guided Walking Tour

Go at your own pace, anytime, on this location-aware, smartphone-guided historic San Juan walking tour. On our historic adventure, you will walk the cobblestone streets …More

Go at your own pace, anytime, on this location-aware, smartphone-guided historic San Juan walking tour. On our historic adventure, you will walk the cobblestone streets...

55 to 75 minutes Free Cancellation
4.0 (4)
from
$12
Montego Bay Private Hotel & Airport Transfer – MBJ

Our transportation services prioritize the safety of our passengers above all else. We implement rigorous safety protocols, including regular vehicle maintenance checks, driver background screenings, …More

Our transportation services prioritize the safety of our passengers above all else. We implement rigorous safety protocols, including regular vehicle maintenance checks, driver background screenings,...

5 to 20 minutes Free Cancellation
5.0 (6)
from
$13
Historical attractions of Alexander Hamillton Mother's Gravesite

-Immerse yourself in a captivating journey through time with our exclusive Experience at the landmark estate the Estate Grange. -Step back into the rich tapestry …More

-Immerse yourself in a captivating journey through time with our exclusive Experience at the landmark estate the Estate Grange. -Step back into the rich tapestry...

50 minutes Free Cancellation
5.0 (6)
from
$13
San Juan Self-Guided Walking Audio Tour

Embark on a walking tour of San Juan, full of majestic architecture, breathtaking views, and embattled history. Behold the largest Spanish-built fortification in the Americas. …More

Embark on a walking tour of San Juan, full of majestic architecture, breathtaking views, and embattled history. Behold the largest Spanish-built fortification in the Americas....

2 to 3 hours Free Cancellation
4.7 (61)
from
$14
Great River Raft and Full Limestone body Massage In Montego Bay

Located in the hills of Honover Great River is an amazing tour where travelers are piloted on a 30 ft hand crafted bamboo raft. Relax …More

Montego Bay, Jamaica

Located in the hills of Honover Great River is an amazing tour where travelers are piloted on a 30 ft hand crafted bamboo raft. Relax...

1 to 2 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$15
Ricks Cafe Negril and 7 Mile Beach Day Trip

Head out for a scenic drive to Negril in your private car or minivan/bus. Feel free to have your driver pull over for some refreshments …More

Lucea, Jamaica

Head out for a scenic drive to Negril in your private car or minivan/bus. Feel free to have your driver pull over for some refreshments...

3 to 4 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$15
Punta Cana Shopping tour

Would you like to bring home a keepsake to remember your vacation in Punta Cana?  If so, look no further than our outing to Punta …More

Punta Cana, Dominican Republic

Would you like to bring home a keepsake to remember your vacation in Punta Cana?  If so, look no further than our outing to Punta...

1 to 2 hours Hotel pickup offered Free Cancellation
4.0 (1)
from
$15
Ocean Coral Spring Resort Airport Transfer

Our Servant Management model allows us to provide a level of service that every customer can appreciate. We strive to increase Smiles per Gallon and …More

Falmouth, Jamaica

Our Servant Management model allows us to provide a level of service that every customer can appreciate. We strive to increase Smiles per Gallon and...

40 to 45 minutes Hotel pickup offered Free Cancellation
4.7 (7)
from
$15
Shopping Tour Punta Cana with private transportation

During the tour you will see and learn all about the manufacturing process of Don Lucas cigars, with a great number of cigar artisans producing …More

Punta Cana, Dominican Republic

During the tour you will see and learn all about the manufacturing process of Don Lucas cigars, with a great number of cigar artisans producing...

1 to 2 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$16
Montego Bay Shopping

Shopping with us is the best way to go, we go where you want to shop and we stay as long as you shop. …More

Montego Bay, Jamaica

Shopping with us is the best way to go, we go where you want to shop and we stay as long as you shop....

2 to 4 hours Free Cancellation
5.0 (3)
from
$17
Cigar Factory Tour in Puerto Plata

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled …More

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled...

30 minutes
5.0 (11)
from
$18
Private Round Trip Transfer for Jamaican Jerk at Scotchie's Ocho Rios

Jamaican jerk pork and chicken have been voted on the list of ‘The 50 things to eat before you die’. Don't miss the opportunity to …More

Ocho Rios, Jamaica

Jamaican jerk pork and chicken have been voted on the list of ‘The 50 things to eat before you die’. Don't miss the opportunity to...

2 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$19
Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril

This Combo tour gives travelers the opportunity to enjoy the Bamboo river rafting and limestone foot massage. Private tour in Montego bay combined with a …More

Montego Bay, Jamaica

This Combo tour gives travelers the opportunity to enjoy the Bamboo river rafting and limestone foot massage. Private tour in Montego bay combined with a...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$20
Margaritaville Hip-Strip and Great River Rafting Private Tour

Your journey begins with a scenic drive to the Lethe Rafting Village, where you'll board a handcrafted 30-foot bamboo raft. Guided by an experienced raft …More

Likely to Sell Out
Likely to Sell Out
Montego Bay, Jamaica

Your journey begins with a scenic drive to the Lethe Rafting Village, where you'll board a handcrafted 30-foot bamboo raft. Guided by an experienced raft...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (242)
from
$20
Private Montego Bay Bamboo Rafting with Limestone Foot Massage

If you want a day just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride while …More

Montego Bay, Jamaica

If you want a day just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride while...

3 hours Hotel pickup offered Free Cancellation
4.7 (205)
from
$20
Dominican Cigar Factory Tour

Your private cigar factory tour includes a cigar, coffee, tea, water or non-alcoholic beverage and a mamajuana shot. You will experience an educational cigar factory …More

Cabarete, Dominican Republic

Your private cigar factory tour includes a cigar, coffee, tea, water or non-alcoholic beverage and a mamajuana shot. You will experience an educational cigar factory...

1 to 2 hours Hotel pickup offered Free Cancellation
4.9 (83)
from
$20

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These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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