Caribbean Sea Tours & Trip Packages

Caribbean Sea Tours & Trips

22 Caribbean Sea trips. Tours from 9 tour companies. 0 reviews.

22 Trips match your criteria (1 - 20 shown)

Barbados and Sailing the Windward Isles
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Caribbean

Highlights

  • Take some time to visit the historical highlights on Barbados, including St Nicholas Abbey, Bathsheba and Holetown.
  • Sample some of the island's best food in Speightstown or Oistins.
  • Embark on a seafaring adventure navigating the Windward Isles onboard the Royal Clipper Sailing vessel.

Themes

Nature & Wildlife, Small Ship Cruise

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More
The Sandpiper and Antigua
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Antigua

Highlights

  • Explore Antigua
  • Hiking trails leading from the hotel through the national park
  • Discover Bridgetown's historic buildings

Themes

High Adventure, Nature & Wildlife

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More
Barbados and Bequia
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Experience Bridgetown on foot with a guided walking tour.
  • Join the locals on a Friday evening for Oistins Fish Fry.
  • Visit Bequia's small, quaint Capital town, Port Elizabeth.
  • Navigate your way along the Belmont coastal walkway.

Themes

Hiking & Walking, Nature & Wildlife

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More
Jamaica beach & rainforest escape
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Visits

Blue Lagoon, Blue Mountains, Caribbean, Montego Bay

Highlights

  • Relax and unwind on Jamaica’s white-powdered beaches and aquamarine sea.
  • Enjoy an organic farm tour with an alfresco lunch.
  • Stay in an elegant tree house in the jungle.
  • Experience Bamboo rafting on the Rio Grande.
  • Take a privately guided tour of Jamaica’s lively capital, Kingston.

Themes

Cultural, Rafting, Kayaking, Canoeing

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More
Tamarind by Elegant Hotels and Antigua
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Antigua

Highlights

  • Explore Antigua
  • Visit historic plantations and local art workshops
  • Visit local music and excellent fresh fish

Themes

High Adventure, Nature & Wildlife

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More
Blue Waters Resort break
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Antigua, Caribbean

Highlights

  • Play a round of golf at Antigua's only PGA rated course, Cedar Valley Golf Club, just 5 km (3 miles) away from Blue Waters Resort.
  • The Cove restaurant is situated high above the cliffs, giving a unique dining experience over the Caribbean Sea.
  • The resort is set in 17 acres of tropical gardens, which can be explored with the head gardener, John on a private tour.
  • Book a sail at sunset or lobster lunch cruise to get the most out of the tranquil ocean setting.
  • Complimentary water bottles for all guests and excellent attitude to sustainability.

Themes

Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Sailing, Golf

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
Spice Island Beach Resort break
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Caribbean

Highlights

  • Situated on the world-famous Grand Anse Beach.
  • Traditional Creole cuisine served at Oliver's restaurant, accompanied by calypso, reggae and steel bands.
  • Janissa's Spa is one of the finest in the Caribbean, using natural herbs and ingredients.

Themes

Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More
Bequia Beach Hotel & Barbados & Grenad
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Discover the background behind Grenada's cocoa production at Carlton's Cocoa Station
  • Discover more of the island
  • Explore the sleepy island of Bequia

Themes

Cultural, High Adventure, Nature & Wildlife

What travelers are saying

"Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holiday itself was magical as explored and photographed the islands, the culture and the wildlife. We stayed in the best hotels, the guides were great, so knowledgeable and helpful. Honestly can't think of anything bad to say."

Trip dates & details
Save this trip to your favorites or other list
More

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip
...

1

2

...

Caribbean Sea Tour Selection Trips

  • The Caribbean Sea harbors dozens of major islands, some that are full nations, some integral parts of larger European nations, and still others that remain overseas territories, but each has something to offer culturally -- music, dance, cuisine, history -- in addition to sun, sand and sea.
  • Cuba is currently one of the most sought-after destinations; keep in mind that Americans are still required to take group tours, with certain exceptions.
  • Tours to Cuba can be useful for anyone traveling there who has interest beyond the beaches; there aren't enough hotels to always fill the demand, but tours will secure them in advance and help you meet the locals, as well. 
  • Americans shouldn't overlook their own islands of Puerto Rico and the U.S. Virgin Islands, among the most beautiful islands in the Caribbean, with no passport needed.
  • Depending on your home country, you may need a visa for certain Caribbean islands, or at least be prepared to purchase one upon arrival; the Dominican Republic demands US$10 in cash upon landing for theirs. Consult with your tour leader to see if such visas are purchased for everyone in the group and  included in the price. 

Additional details

Always Find the Best

On Travelstride you can find 22 trips to Caribbean Sea and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

Top Tour Companies on Travelstride:
All 1,600+ companies >